Podcast
The Spiro Circle
Join me as I discuss issues relating to Israel, tech, media, and news. Sometimes with a guest, sometimes solo.
- Episodes
- 109
- Releases
- Weekly
- Typical length
- 47 min
- On air since
- 2025
- Latest episode
- 19 hours ago
Episodes
109 episodes, newest first
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47 min
Israeli cyber’s gender gap at the top- #0108, Susanne Senoff, Shahar Bahat, Yael Fraiman
Show notes
Susanne Senoff recalls a time early in her security career when a former colleague would insist that meetings take place in his office. But the office was papered with lewd materials.
HR let it stand, she recalled, because he was so good. “That would never happen now,” said Senoff, now CISO at Conga.
Her point wasn't that the problem was solved. Senoff was speaking alongside two founders, Shahar Bahat of Pluto Security and Yael Fraiman of Predict Security, who described a different barrier: fewer overt acts and more assumptions.
Fraiman said women interviewing at startups still worry about whether to disclose that they have children. Her friends debate how much to share about their private lives: “Should I share that I’m married?”
Bahat described the funding version. Before she began raising capital, she recalled how someone once advised her that she would be better off “showing up without a ring.” In our conversation, she said she ignored the advice: “I did raise money with a ring because I don’t want it to be a matter.”
The companies they are building address different aspects of workplace security. Bahat’s Pluto Security helps businesses monitor and secure the AI tools, agents, and applications employees use and build. It recently announced $42 million in total funding, $34 million of which was a Series A round in October.
Fraiman’s Predict Security focuses on insider risk, analyzing activity across company data, applications, and AI tools to distinguish ordinary work from potentially harmful behavior.
Both are portfolio companies of AlphaDrive, a venture capital firm founded by Yaron Elad and Elik Etzion focused on cybersecurity and AI. Its AlphaDrive Wisdom network brings practicing CISOs into investment evaluation and company development, where members contribute personal capital and advise founders on products, customer needs, and commercial strategy.
Senoff co-leads that community alongside her role at Conga, connecting the three participants through both investment and practitioner support.
My first three-guest studio panel on The Spiro Circle brought together women from different generations and professional backgrounds, with overlapping experiences of assumptions about their gender.
What the data shows
Israeli data suggest the drop-off of women in top roles across leadership positions happens after entry, not before it. Women represent about 34% of Startup Nation employees, a share that has remained largely unchanged for three decades.
For younger cohorts, it is slightly more equal. Women aged 25-34 are 39.5% of employees, against 31.5% at ages 45-54. In cybersecurity, data put women at 26.3% of non-managerial employees, 15.5% of senior executives, and 5.1% of CEOs at companies founded from 2013 through 2024.
In other words, women are already underrepresented before entering the industry, but their representation is lower still in senior leadership.
The times are changing
“We’ve been resilient,” said Senoff, adding that female CISOs have “just ignored our gender, in a way.” A better approach was asking whether they were good at the job.
To her board, the question of gender doesn’t come up. Senoff said her board’s concern was how secure the company was, rather than her gender. But for younger women, it does, and she mentors them. “We just want to be celebrated for just being good at our jobs, not because we’re a woman who’s good at our jobs.”
Senoff offered a card-game metaphor: being a woman is one card, and it’s an Ace. It can be an advantage or hindrance since it can claim both high and low values.
Bahat expressed a similar pragmatism: “As a founder, you use whatever you have.” Before starting Pluto, she said that hearing other women discuss both the challenges and advantages of building companies helped her see a clear path and pursue it in her own way.
For founders, investors, and buyers, the practical question is where assumptions bite: interviews, fundraising, or sales - all moments with financial consequences. But the shift they describe, from visible conduct to unspoken assumptions, is harder to measure and, on their account, harder to see.
[Preview: “That’s a very male point of view”: Women techies push back against my questions]
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1 hr 1 min
Why the money is chasing the microphone - #0107, Omri Hurwitz
Show notes
Building The Spiro Circle has made me think differently about what gives a media business its value. When Omri Hurwitz returned to the show, we discussed a reversal I find fascinating: how institutions that once dismissed podcasting are now investing heavily in it.
Major media companies and investors are buying themselves into the studio. Traditional outlets are embracing the format on their own shows, trying to compete for the eyes of millions who tune in each week to hear their favorite podcaster.
I asked him what this trend tells us, and why a form of media that was disregarded is suddenly worth real money.
His answer was a chain of three links, and I haven’t heard it put more simply. “It’s eyeballs, podcasts, brand capital, [then] institutional capital.” If Alex Cooper’s podcast is bigger than a CNN segment, then brands would want to advertise on Alex Cooper’s podcast. And once the brands are there, “then institutionals would want to buy equity or something inside that podcast,” he explained.
In his view, it’s audience first, then advertisers, then owners. And if that’s the order, it means the audience isn’t a byproduct of the deal. It’s the asset.
One major deal of this kind was Spotify’s reported $200 million licensing deal for The Joe Rogan Experience, renewed in 2024 and again in 2026, each at an estimated $250 million. In April, OpenAI acquired the daily tech show TBPN, which will report to its chief global affairs officer. Meanwhile in Europe, ETN, a TBPN-style daily show, raised a $1.6 millionseedround and moved to a five-day-a-week schedule.
Companies, brands, and investors are following the same logic: find the room where people already show up, then buy in.
The audience is the asset
What caught my attention more than the valuations was what he said about creators. “They can monetize with brands. They can monetize with institutions. They can monetize directly to subscribers.” Three doors, and you can walk through any of them, or all three. It certainly gave me some good ideas as I continue to grow my show, The Spiro Circle, beyond an essay newsletter into a podcast and conference publication.
And it made me consider the type of audience I’m cultivating: Techies interested in Israel, cyber, or geopolitics. Omri suggested that if you want to live on subscribers, you need to go broad; if an audience is niche, subscribers may not pay the bills, but institutions may agree to fund the venture.
You don’t need a million people. You need the right few who care about the thing you cover.
I’m biased here, because it’s why I did what I did. After five years at a traditional newsroom, I wanted room to explore a broader range of stories and develop my own editorial voice. Building The Spiro Circle has given me that opportunity, alongside the reporting I continue to do for other publications. Many journalists are following the same route.
Omri’s enthusiasm for the possibilities facing independent creators resonated with me. “You have so many options today to be a creator,” he said, and I think he’s right.
Investment brings responsibility
But here’s where I want to be careful, and where I pushed back against Omri’s argument a bit. More doors means more people who can pay you, so long as your audience is aware of who is covering the cost. I am quick to disclose if my show is produced with the help of collaborators like Forbes, or if there is any perceived conflict of interest among guests, businesses, and myself.
For a lot of the time, subscribers provide the funding - but when that bleeds into brands, sponsorships, or investors, then owners mean someone eventually has an interest in what gets said. For millions of people listening to Joe Rogan before an election, or watching a tech show funded by the makers of ChatGPT, it can become difficult to identify the difference between journalism, PR, and marketing.
My view is that audiences should be able to distinguish independent reporting, sponsored work, and commercial partnerships. Relevant payments and ownership interests should be visible, and the boundaries around editorial control should be clear. A disclosure gives readers information they need; the work itself must still earn their trust.
Omri predicts that media ownership will become a decisive advantage for PR firms. He has built his own business around that model, which gives him both experience of it and a financial stake in its success.
For me, the opportunity comes with a responsibility. I want to build a publication that people value enough to support, and that partners see a reason to back. Its credibility will depend on clear disclosures, editorial independence, and a willingness to correct mistakes.
The audience may be what attracts the investment. Its trust is what I need to keep earning.
[PREVIEW: Why legacy media wants a seat in the podcast studio]
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42 min
AI translates our words. Can it “read the room?” - #0106, Arona Maskil
Show notes
Arona Maskil told me about a client whose chatbot could answer in 27 languages. Despite this, she recalled the client saying it still had not figured out “how to give feedback to our team in India without causing offense.” It captures a gap I suspect many of us have fallen into: translating a message is not the same as understanding how it will land.
Maskil has spent more than 25 years in cross-cultural work and advises global teams through her firm, Training CQ. Her book, Reading the Room Across Borders: Leading Effectively Across Cultures and Markets, argues that cross-border deals and teams usually stumble on interpretation, not on talent or intent.
Her BRIDGE model breaks the friction into six dimensions, and we cover it in our conversation:
* Building relationships
* Risk-taking
* Interactions
* Decision-making
* Group dynamics
* Engagement
One part of our conversation stayed with me: how AI changes our responsibility to communicate across cultures.
The message gets better. Does the understanding?
Think about how many of us use AI now: we draft emails to colleagues or customers in another country, to soften a piece of criticism, or prepare for an international meeting.
AI results are usually polished, grammatical, and confident. But that polish can ignore what the sender may need to know about the person receiving it.
“It can translate the words, but it still cannot read the room,” she said.
Models may have access to public information or correspondence history, offering clues about previous disagreements or the recipient’s role. Even with access to correspondence, a model may lack important context. And a smooth draft makes those gaps easy to overlook, or irrelevant, once people actually meet in person and get a better sense of one another.
That idea raises a tension I want to examine: does outsourcing the wording tempt us to skip the work of understanding the relationship? It seems worth asking since more people rush to prompt a draft response in seconds without considering the broader consequence.
AI’s default voice isn’t neutral
Researchers have started measuring this. A 2024 PNAS Nexus study compared five OpenAI models’ answers with nationally representative survey data and found their values resembled those of English-speaking and Protestant European countries.
In newer models, specifying a cultural identity in the prompt improved alignment for 71%-81% of countries and territories (though not for all of them). The study tested particular models using values-survey questions; it did not assess whether AI-written workplace messages were understood as intended.
It still helps explain why fluent, apparently neutral output deserves scrutiny. Choices about directness, deference, and self-expression carry assumptions, and smooth prose makes them harder to see. The study suggested “using cultural prompting and ongoing evaluation to reduce cultural bias in the output of generative AI.”
Maskil makes the same point from the consulting side. AI “tends to treat the cultural norms as a neutral benchmark,” she said. Unless you tell it otherwise, “it’s gonna write it with your own cultural glasses.”
So AI can respond to cultural context, and the research suggests the same. The harder question is how accurately that context describes the actual situation.
The trouble with “making it Japanese”
Maskil’s own example is telling an AI “this email is for my Japanese colleague.” That gives the model additional context. But in doing so, it can also invite a generic profile potentially leaning into stereotypes.
“National culture gives us tendencies. It gives us an overview, but they’re not absolutes; they’re not rules,” she explained. And while Maskil used national comparisons, such as Israelis being direct and the Japanese being highly risk-averse, she warned against applying them to individuals.
That made sense: National patterns are where you can start, but the person across the table still needs their own unique treatment. It’s not something AI can do on its own - we still need to be ‘in the room’ to fill social cues that an algorithm can overlook, such as eye contact or posture, among others.
What stays with us
A chatbot that can answer in 27 languages is powerful. But reliance on AI to help us communicate may mean that sometimes our messages fall on deaf (or unprogrammed) ears.
AI doesn’t remove our responsibility to stay culturally aware, something even harder to do as the world settles into workflows relying on virtual screens, generated summaries, or automations. It can make it easier to forget that we still need to check the output and to confirm that we’ve been understood. A better-written message should prompt us to ask two questions: Have I been understood as intended, and have I understood the other person?
For transparency: Arona provided a copy of the book. I received no payment for this coverage and have no financial interest in its sales.
[5-minute preview: The BRIDGE flow model: Six dimensions of cross-cultural business]
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42 min
Cybersecurity has a Sisyphus problem - #0105, Jonathan Langer
Show notes
In Greek mythology, a mortal king of Corinth, Sisyphus, was condemned by the gods to roll a boulder up a hill, only to watch it roll back down each time. For eternity.
The punishment was not the labor itself, but the absence of an end point. No finish line, endgame, or closure.
Jonathan Langer, co-founder and CEO of Act Security, argues that the image fits much of modern cloud security. Security teams work through an ever-growing list of findings, including vulnerabilities, misconfigurations, and risky settings, one item at a time. “Nobody ever finishes the list,” Langer told me. “That’s the dirty little secret in cybersecurity.”
His company has built its brand around this, even including the message “don’t be a Sisyphus.” When we spoke, I wanted to understand whether that was simply a memorable metaphor - or a useful way of thinking about an industry that keeps finding more work for itself.
Langer’s thinking about this began at Medigate, the medical-device security company he previously co-founded. Its technology could show customers what devices they had and the risks associated with them. But customers eventually asked a fairly obvious question: Now what?
The dashboard problem
“Now I know. Now I have all this risk. Now I have all these issues and findings. What do I do with it?” he recalled them asking. The idea with Act is to reduce the access that makes attacks possible, including permissions that allow an application or person to reach systems they do not need.
The problem was documented long before today’s AI boom. Palo Alto Networks’ Unit 42 analyzed more than 680,000 identities across 18,000 cloud accounts for its 2022 research. It found that 99% of the cloud users, roles, services, and resources examined had excessive permissions left unused for at least 60 days. (That measures identities with excessive permissions, rather than the proportion of all permissions going unused.)
Langer’s approach rests on a premise that an attacker needs access to enter an environment, move through it, and extract data. In cloud environments, permissions granted at deployment tend to persist because teams fear that removing them will break applications. Narrowing an over-broad permission at its source can resolve many findings at once, rather than one ticket per symptom.
Act Security was founded in 2025 and left stealth this summer. It has raised $60 million, comprising a $20 million seed round led by Team8 and Bessemer, and a $40 million Series A led by Notable Capital. And it is selling a solution to this problem.
Unused does not mean unnecessary
The obvious challenge here is that unused access does not immediately label it as unnecessary. Some permissions exist for emergencies or infrequent operations. Langer said Act tries to reconstruct a developer’s original intent from documentation, tickets, observed traffic, and code scanning, and removes only access that exceeds it. It also checks new deployments to prevent excessive permissions from returning.
Without that second step, cleaning up existing access would simply begin another cycle.
As with most cybersecurity solutions, the margin for error is narrow. Even a 90% success rate, he said, would mean disrupting production in the remaining 10% of cases, which he called unacceptable. He described the target as “five nines,” or 99.999% accuracy. This is an aspiration - Langer did not cite customer results during our conversation.
Will the permissions return?
Understanding an organization well enough to change its permissions safely requires more than recognizing that something has been idle. Recent AI incidents in the news underline why those boundaries remain important.
Langer remains optimistic that better controls can contain most attacks, even if cybersecurity problems cannot disappear completely. “This world that we live in, physics still applies. If there is no access between one sandbox and another, or a sandbox to the internet… and we use strong deterministic controls, even if you have the smartest AI out there, it cannot defy the laws of physics.”
Cybersecurity may never have a finish line. But that does not mean every task should repeat indefinitely. The test is whether removing unnecessary access today leaves an organization harder to attack tomorrow, without disrupting the work those permissions were meant to support.
[Note: In the recording, I mistakenly referred to Sisyphus as a god. He is a mortal king of Corinth]
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[Preview: Why Act Security built its brand around Greek mythology]
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48 min
Three years after Oct. 7: The battle over Jewish belonging - #0104, Charles Asher Small
Show notes
Three years after October 7, the conversation about antisemitism reaches far beyond the immediate aftermath of the attacks. It touches universities, political movements, foreign funding, and the everyday decisions Jews make about belonging.
This week, I spoke with Charles Asher Small about how those all connect, and what he believes institutions and Jewish communities should do next.
Small leads the Institute for the Study of Global Antisemitism and Policy (ISGAP). He described its ambition to connect academic research with public policy, and our conversation followed that path: from a broad diagnosis of democratic fragmentation to questions about evidence, university leadership, and Jewish identity.
His opening argument was that antisemitism thrives amid wider social and institutional weaknesses. He described the extreme left, extreme right, and radical political Islam as different forces attacking the democratic centre. In his analysis, hostility towards Jews provides a point of convergence between movements that otherwise have little in common.
Foreign influence and the institutions shaping opinion
That led us to ‘strategic entryism’, the term his team uses to describe ideological influence entering established institutions. Small focused on the Muslim Brotherhood and Qatar, arguing that funding and networks can advance the movement’s ideas within Western universities and cultural life, something I have covered separately at JNS. He sees universities as especially consequential because they educate future journalists, professors, and political leaders.
He argues that the financial pressure faced by universities makes them more receptive to outside money, while the ideas circulating within them eventually reach wider society - a serious allegation about institutional influence.
“If you think of what happened at universities on October the 8th, 2023, this to me is a watershed moment where people, I think, were shocked,” he said. “But this has been sort of in the works for decades.”
I wanted to understand how his team measures the impact of the funding it identifies, beyond pointing to protests or shifts in rhetoric. He cited ISGAP’s 2023 “Networks of Hate” report, saying universities receiving Qatari funds had “300% more instances of antisemitism” than those that did not, although he acknowledged the difficulty of scientifically proving the broader ideological relationship he described.
The exchange raised an essential question: how do we establish what money changes, as well as where it goes?
Criticism, antisemitism, and the question of belonging
We also discussed his concerns about propaganda and social media. While the central focus of ISGAP has been the Muslim Brotherhood and Qatar, Small described Iran, Russia, and China as contributing to an environment that fragments Western societies through infiltration and propaganda, including the use of bots.
It was here I wanted to challenge him. Universities have long been places of protest, and I believe Israel’s government is as open to criticism as any other. So where does legitimate political opposition end, and antisemitism begin?
“We have to define antisemitism in a scientific, comprehensive manner that allows for criticism,” he said, accepting that Israeli policies can be criticized. But institutions must also recognize rhetoric and movements that dehumanize Jews.
Later, he spoke about Jewish families questioning whether they could remain in countries where they had lived for generations (something I have written about before), and framed this vulnerability as a warning about the condition of democratic citizenship.
The new Hebrew University-European Forum Barometer offers a passing echo of those concerns: Israeli respondents overwhelmingly viewed Israel as safer for Jews than Europe, while Jewish Israelis reported strengthened Israeli identity. Those are perceptions, rather than a test of Small’s explanations, but they show how immediate questions of safety and belonging have become.
When I asked what he would do as a university president, Small’s answer began with education. Students should study democratic principles and understand their responsibilities as citizens, he argued.
“To live in a democratic society, every generation has a choice.”
We discussed greater transparency around foreign university funding and ISGAP’s efforts to turn research into policy through the DETERRENT Act, a congressional bill designed to increase oversight and lower reporting thresholds for foreign gifts and contracts at colleges and universities that receive federal student aid. The House of Representatives passed the bill in March 2025, and it has been referred to the Senate.
“Jewish Consciousness” and life after October 7
The conversation's final turn came when Small described ISGAP’s Jewish Consciousness framework, which draws parallels from South Africa’s anti-apartheid movement and the influence of Black Consciousness.
He argued that we Jews should define ourselves by drawing on our own traditions, knowledge, and history rather than accepting labels imposed onto us by hostile outsiders.
I raised what I called “the hijacking of history”: How Israel’s critics exploit language associated traditionally with Jewish persecution, and apply it against Jews themselves. “One of the things that we need to do is define ourselves based on our terms,” he replied.
That thought brought the episode’s different strands together. Small’s proposed response combines research, institutional accountability, democratic education, and a deeper understanding of Jewish identity. Our conversation moved between what others say about Jews and what Jews can say about themselves.
Three years ago, questions were urgent and immediate: security, safety, who was funding what. This episode suggests those questions remain, but have evolved beyond how institutions should respond to antisemitism, toward who gets to define what being Jewish even means while that fight continues.
[Preview: “Strategic Entryism”: How Qatar’s money entered America’s universities]
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49 min
Founders are bringing Claude to their therapy sessions - #0103, Yael Daniely
Show notes
There was a moment in my latest conversation with startup psychologist Yael Daniely that surprised me. She described someone who walked into her clinic and asked to keep his laptop open so that Claude could run live for the entire session.
“He came with Claude to the room and asked to keep Claude open because he must be in contact with Claude and give him [updates]… because Claude is working and he must be reactive to him. Otherwise Claude will be stuck.”
She said no. “It wasn’t easy for him to close the laptops slowly, slowly.” He couldn’t understand why, in that moment between founder and therapist, the chatbot needed to be left at the door.
It’s a funny image, but it speaks to something much larger happening among founders in tech.
Yael Daniely has spent years researching the psychology of the individual founder, but also the relationship between co-founders and, interestingly, the relationship between a founder and their family spouse. Over her career, she has helped individuals and pairs work through trauma, anxiety, financial concerns, and (increasingly) the impact that AI has on their roles and identity.
She described that moment in her office as a symptom of something bigger than one dependent client. AI isn’t just changing how founders build companies; it’s becoming a relationship for some of them. “Everyone says that their best friend now is ChatGPT... they can share all their dreams, secrets, fears, and emotional burdens and issues with their partner with ChatGPT.”
Daniely is not dismissive of AI as a source of support. She said a conversation with a chatbot in the middle of a sleepless night may help someone calm down, and that some tools can complement therapy. Her concerns are placed in founders who put too much emphasis on a responsive machine that can supply everything a person needs from a relationship.
“They cannot completely take over the connection and the relationship that’s happening in the room with the therapist,” she said.
AI has entered the chat
The intense capital around these technologies is mirroring the emotions. Global startup funding hit$506 billion in the first half of 2026, the biggest half-year in venture capital history, with AI startups accounting for around 77% of all that investment.
Three companies (OpenAI, Anthropic, and xAI) that build addictive chatbots were behind $237 billion of that total.
Against this backdrop, the impact of AI is actually two-fold. Not only are founders forming attachments to their AI tools, but they’re also watching the technology overhaul the entire process of work, causing them to develop existential questions surrounding self-worth and identity.
For CTOs, she said, the shift has triggered something closer to professional grief. She shared how some feel they are losing their profession, which they connect to a sense of self. For CEOs, it triggers an anxiety if they see a competitor raise funds quickly, and interpret that news as evidence that they are too slow, too old, or building the wrong thing.
Daniely doesn’t think the answer is rejecting the tools; rather, monitoring “how you control AI versus AI controlling you.”
But that founder who couldn’t close his laptop is the extreme version of a very ordinary 2026 problem: tools designed to make founders faster are starting to make some of them feel like they’re already behind, all while making it easier to swap human connection for an algorithmic companion.
Including, it turns out, inside the therapy room.
You can connect with Yael Daniely on LinkedInand check out more of her work here: https://yaeldaniely.com/
[Watch a preview: The Founder, the Therapist... and Claude?]
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39 min
Everyone at the UN wants AI rules except Trump (and he might be right) - #0102, Alexander Piskunov
Show notes
I recorded a conversation yesterday with Alexander Piskunov, a government AI advisor and founding partner at KAAN Ventures, at a strange little intersection of timing.
UN Secretary-General António Guterres had just used his address to call for a multilateral AI risk framework. Sam Altman and Dario Amodei were preparing to appear before the Security Council. And President Trump, predictably, was telling the room that the US had no interest in slowing down.
Eventually, the Security Council session happened - specifically because it felt AI’s security implications weren’t getting enough attention.
Yoshua Bengio, who co-chairs the UN’s scientific panel on AI and is considered a “Godfather of AI”, went first and told council members the dangers posed by advanced AI are “real and imminent.” Amodei warned that AI could become a risk to humanity itself, while Altman pushed for shared global benchmarks to measure AI capabilities and the safeguards companies claim to have in place.
I asked Piskunov the obvious question: does America actually have the leverage to just ignore all of this?
“It’s still quite important to separate rhetoric from the actual steps that would be made,” he replied. It made much of what is happening at the UN this week sound less like policy and more like theater. Effective theater for some, perhaps, but theater nonetheless.
Piskunov is the founding partner of KAAN Ventures, where he's spent the past decade backing deep-tech investments across the US, Europe, and Southeast Asia. More recently, he's shifted into advising governments (Pakistan, South Africa, Kazakhstan, South Korea, among them) on how to build an AI strategy from a position that isn't the US or China.
He doesn’t think Trump’s refusal to engage is dangerous or ignorant, as many believe. He thinks his position makes strategic sense, given the shape of the game governments are playing.
“The AI race is a game where if you lose your first place, it’s almost impossible to catch up given how rapidly everything is developing,” he explained. If that’s true, then every voluntary slowdown is a gift to whoever doesn’t slow down. And if calls for the US to slow AI development don’t apply to China, is that who we want to win and lead this revolution?
As for a potential third place: The EU used to be a contender, but he points out that “the EU is just too over-regulated right now” to remain a key player, and its national champions can’t compete on data or scale anymore.
Rather than simply staying out of the conversation around AI regulation this week, President Trump went the other direction completely - as is so often the case.
"The United States also totally rejects any attempt to construct a globalist scheme to control for the artificial intelligence being spoken of so much now," Trump said (adding that he thinks AI should be referred to instead as ‘superintelligence’ or ‘SI’).
Which brings us to the paradox that started this whole conversation. The same tech executives publicly warning about AI risk and pitching Trump for guardrails are, in Piskunov’s words, making “a very cynical case.” They understand their own limitations more intimately than they let on, and they know that if they can’t out-innovate their competitors, their next best move is to get those competitors regulated.
Safety concern and competitive strategy, in other words, aren’t necessarily different things.
Piskunov thinks the real value lies in the psychological fight, not the race to regulate. Discussions happening this week “open up the Overton window” for the public and show that governments are taking the risk seriously, even if nothing binding follows just yet. And that may be enough for Guterres or Bengio for now.
The week will end with Trump meeting with Xi in Washington - his first visit since 2015. In an act of goodwill, US Treasury Secretary Scott Bessent announced that the two countries will extend their trade truce to January, set to originally expire in November. Perhaps they’re saving this bigger fight for later.
America’s current position isn’t just a rejection of multilateral concern about AI. It sees voluntary restraint or an international framework as a move guaranteed to lose against those unwilling to restrain themselves. And so far, no one in New York can argue otherwise.
You can connect with Alexander on LinkedInhere: https://www.linkedin.com/in/alexander-piskunov/https://www.linkedin.com/in/alexander-piskunov/
The Spiro Circle is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.
[Catch a preview: Is Trump Right to Ignore the UN on AI? This Advisor Says Yes]
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41 min
The executive philosophy of ‘Structured Risk’ - #0101, Uzi Krieger
Show notes
Uzi Krieger has jumped from planes, descended into underwater caves, and skied slopes steep enough to unsettle most people’s stomachs.
When I asked what draws him to it, he put it down to a philosophy he lives by. “I think it’s a theme in life of being a little bit of an explorer,” he told me. “I don’t want to say ‘living on the edge’, but trying to see how far you can go, how hard you can push, and do it in a very structured way.”
For Krieger, now General Manager of Cloud Security and Exposure Management at CrowdStrike, risk is not about recklessness. “It’s not just about jumping off a cliff or diving hundreds of feet underwater,” he explained. “It’s more about taking on a challenge and trying to see how far you can get… That’s how I’ve approached extreme sports, or work, or almost everything I do in life.”
The idea of “structured risk” is interesting to me. I learned it personally at a young age when obtaining my SCUBA license: Plan your dive, dive your plan, I was told. It’s something that also grounds my decisions as I grow my independent media venture after departing from corporate newsrooms last year.
Krieger was the right person to speak to about this idea and how he applied it across his career. He started in corporate America’s telecom sector, running a business unit inside a large, publicly traded company, until he left to pursue something else. “Very early on I realized that moving fast and being able to get really good results is something that can only happen in Startup World,” he explained, which is also what attracted him to Israel’s startup ecosystem.
He went on to found and run several companies, most notably Reposify, an external attack surface management company which CrowdStrike acquired in 2022. CrowdStrike's leadership asked him to help bring more “founder DNA, startup DNA” into the organization.
Krieger credited the mentors of his early startup years with teaching him that line between risk and recklessness. “They had a very unique combination of very strong conviction and an extreme, structured, almost scientific way of how you get to being successful,” he told me. It comes down to preparation, not appetite: “You want to take risk, but it’s not just any risk. Where’s the passion? Are you really all in? What is the plan? Are you actually building a plan, or are you just trying to wing it?”
The new speed of risk
That same instinct now shapes how CrowdStrike approaches its own market, which has hit $243.3 billion, and a stock price circling within distance of an all-time high. Exposure management, which is the practice of identifying and prioritizing an organization’s most exploitable weaknesses, was largely a background chore before AI adoption pushed it into boardrooms. “It’s no longer a question of ‘why do we need this,’” Krieger said of the shift. “It’s ‘how do we move 10 times faster? How can we be ahead of the curve?’”
This mindset gets him safely out of a cave, or back on the ground with both feet, and it’s what separates a security strategy from a scramble. But it requires work.
“You really need to build that muscle. It’s not natural. People are risk-averse, but how do you transform risk aversion into something that allows you to take risks, enjoy the journey, and do it in a way that you become successful?” His question stayed with me until long after our meeting.
The AI era is asking everyone to take risks. Company pivots, career changes, market shakeups… all of them will require us to make decisions or take actions that will impact our personal and professional lives. “It boils down to basic human nature and being a good person. People want to do good; people want to be successful. It doesn’t matter if it’s in a small company or a big company,” he concluded. “I think [it’s about] not losing the edge that you have with a startup, and taking that into a larger organization, and bringing that impact.”
[Watch a preview: Why this CrowdStrike manager skydives, cave dives, and calls it “Structured Risk”]
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37 min
AI is breaking the data loss prevention model - #0100, Nitay Milner & Emily Fontaine
Show notes
Well, here it is: Episode 100 of The Spiro Circle.
When I recorded the first episode 18 months ago, I had a rough idea of what this show could be. I wanted it to be a place where long-form conversations about Israeli tech, geopolitics, or society could get broader attention.
Now, with a growing audience across 20 countries and partnerships with international media channels like Forbes, I am proud to see what it is becoming, and that these conversations are getting the attention they deserve. Startup Nation yearned for long-form English conversation, and I am pleased to be helping fill that missing gap.
For the 100th, I brought in Nitay Milner, co-founder and CEO of Orion Security, and Emily Fontaine, Global Head of Venture Capital at IBM Ventures, to talk about why every major company should rebuild its data security strategy in this AI era.
I find it fitting that our conversation on how a large corporate company saw potential in a scrappy Israeli startup was positioned as the 100th episode.
Thanks to all who have joined to share their stories so far, and thank you to all those who keep tuning in.
Onwards to 200. - JS
The data loss prevention industry has organized itself around a relatively stable threat model.
A disgruntled employee may copy files to a USB drive. Or a phishing attack could expose credentials to an outside attacker. Maybe someone accidentally CCs the wrong person on an email with sensitive information. Solutions focused on perimeter controls or policy rules were imperfect, but understandable when the threats were often caused by humans.
But that model is no longer sufficient. According to research by Cyberhaven Labs, whose 2026 AI Adoption and Risk Reportanalyzed data movements across 222 companies, nearly 40% of all AI interactions now involve sensitive data, with the average employee inputting proprietary information into an AI tool once every three days.
Threats don’t disagree insofar as they disaggregate, accelerate, and, in some new cases, remove the human from the equation entirely.
Nitay Milner, co-founder and CEO of Orion Security, offered a framework for understanding how the landscape has changed. In a recent episode with Emily Fontaine, Vice President and Global Head of Venture Capital at IBM, which backed ORION’s $32 million Series A in February 2026, he described the three categories of traditional data leakage that the DLP industry was built to address: human error, malicious insider activity, and external attackers.
“[Perhaps] I accidentally did ‘Emily@IBC’ and not ‘IBM’,” he said, by way of illustration, “and sent the entire board deck to the wrong person. That happens a lot. I call it keeping honest people honest.”
The second category, he noted, involves deliberate exfiltration, what he called the “Snowden” scenario. The third involved external actors penetrating an organization and quietly siphoning data over time.
Milner co-founded Orion Security in 2024 with CTO Jonathan Kreiner. It aims to replace traditional DLP (data loss prevention) tools with an automated, context-driven platform. Using LLMs and specialized AI agents, the platform continuously detects and analyzes data loss indicators in real time, capturing context for content sensitivity, data lineage, user identity, behavioral intent, and environmental purpose.
New anatomies, new leaks
Traditional categories of DLP remain relevant, of course. But Milner identified two new vectors that are reshaping the problem. The first is data extraction into third-party AI: employees uploading sensitive documents like earnings calls, customer records, or source code to unmanaged AI platforms before those materials are cleared for external use. “Taking the earnings call, which is super sensitive data, before the earnings call report was published, and uploading it to like an unmanaged ChatGPT or Claude,” he said. “It’s very, very sensitive, and data is now in the hands of a third party that you don’t have any agreement with.”
The second vector is data exfiltration not by humans at all, but by AI agents operating inside the enterprise. “AI agents doing human work inside the organization, having access to super sensitive data,” Milner explained. “Think about an AI agent email assistant that has access to your Google Drive, takes the entire customer list and sends it to the wrong person. That’s data exfiltration by AI.”
The scale of this emerging risk is becoming measurable. According to a 2026 Cloud Security Alliance report, 82% of organizations already have AI agents operating in production environments, while only 17% enforce runtime access controls consistently across those deployments.
A separate finding from Proofpoint’s 2025 Data Security Landscape report found that 32% of organizations identify unsupervised data access by AI agents as a critical threat.
Fontaine framed the underlying problem as one of movement, not just volume. “Data is a huge asset that must be protected, more so than ever before,” she added. “It’s moving across clouds, it’s moving across applications, agents, ecosystems. It’s moving across so much more than it was ever before. And we have to make sure it’s secure, that it is governed correctly.”
IBM Ventures, the strategic investment arm of IBM led by Fontaine, operates a $500 million fund focused on AI and quantum technologies — and its bet on Milner and the team reflects IBM’s belief that the arrival of large language models has fundamentally broken the assumptions on which traditional data security was built, creating entirely new leakage paths that legacy DLP tools cannot detect.
A new era for DLP
That governance challenge is exactly what today’s DLP industry is no longer built to handle. Policy-based systems depend on known patterns, like a credit card number matching a regex or a file name triggering a rule. They cannot, by design, interpret context or whether a particular data movement constitutes a legitimate business action or an exfiltration event.
Milner’s breakdown offers enterprises a useful starting point to identify which of the five categories (legacy or AI-era) represents the highest unaddressed exposure in a given environment, and build from there. “Understand your organization,” he concluded. “Based on this real data, get to decisions, train your employees, and help them understand how to use data safely.”
[5-minute preview: Is your AI leaking company secrets? IBM & Orion Security explain]
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55 min
Meta’s $16.7 billion fine is a win for this Israeli VC thesis - #0099, Oren Charnoff
Show notes
For two decades, the winning formula in consumer tech was simple: maximize time on screen. Last month that formula got a multibillion-dollar price tag attached to it when Meta agreed to pay roughly $17 billion to settle a multistate lawsuit alleging Facebook and Instagram were deliberately engineered to be addictive to teenagers.
Now, one Israeli investor thinks the backlash could create an opening for a very different kind of consumer product, and for a new generation of Israeli founders.
Oren Charnoff is the Co-founder and a General Partner at Sticker Ventures, a Tel Aviv early-stage fund that invests exclusively in Israeli B2C startups. He sees the settlement as validation of a thesis his fund was already investing behind, based on changing consumer habits among young people. “We want to find more companies whose goal is not to increase time spent on the app,” he said. “We hope to see more ‘IRL’ things being built by Israelis.”
He points to two U.S. examples he admires. The first, Tin Can, is a landline-style phone that plugs into the wall, paired with an app that lets parents approve who their kids can call; Charnoff says it’s doing roughly $80 million in annualized revenue. The second is Board, a digital game console built entirely around in-person play. “The only way that you can interact with it is with another person with you,” he said.
Closer to Sticker’s own market, Charnoff cites Edikted, the Israeli-founded Gen Z fashion label, which The Wall Street Journal recently reported as achieving roughly $460 million in revenue: “They crush it on retail. They crush it for offline discovery.”
Startup Nation’s advantage in the changing market
The shift makes it perfect timing for Israel’s tech DNA to tap into adapting markets. Startup Nation has accumulated decades of expertise in adtech, gaming, fintech and cybersecurity, producing a generation of founders trained to measure, test and optimize. Add to that a new type of internet-native, young immigrant to Israel who is a product of globalization, and those skills can be unleashed on the world’s biggest GDP category: consumers.
“The same quants who do anomaly detection in cyber can optimize the budget, channel and yield of consumer growth,” Charnoff said. He traces the lineage directly to Israel’s earlier tech waves. “Adtech is one of the founding mothers and fathers of B2C,” he said, pointing to the exodus of former ironSource employees now building consumer companies of their own.
The craving to steer away from online apps and toward “In Real Life” extends into dating apps, both in his portfolio’s orbit and out of it. Companies are moving away from “unlimited swipes whose goal is to maximize dwell time” toward an AI concierge model that delivers one or two curated introductions a week, rather than an endless feed of profiles.
According to Charnoff, 38% of Sticker Ventures’ deployed capital sits in the Health & Wellness category - framing the appeal generationally: millennials were “an experiment of unlimited internet access”, he told me, while Gen Z is driving “a huge trend to get back into IRL... experiences.”
Charnoff and Sticker Ventures aren’t betting that the attention-economy giants disappear. But the “hipster move” into B2C investments is placing new bets on the next generation of consumer winners built for the time people spend away from their news feeds, not the time they spend scrolling through it.
“B2C’s been a big part of Israel’s ecosystem for a long time,” he concluded, listing success stories like Waze, Oddity, Superplay, eToro, Wix, Simply, MyHeritage, and others. “We’ve always been doing this… I just think with AI, there’s a renewed interest to do it… It’s just way more attractive to be a B2C entrepreneur now.”
[Preview: Why building B2C in Israel is suddenly a "hipster move"]
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46 min
Israel’s politicians are coming for the podcasts - #0098, Guy Katsovich
Show notes
Guy Katsovich and I sat across from each other in our shared studio a few weeks ago, discussing what happens when podcasting moves from the media ecosystem into the campaign trail.
Let’s set the scene: We are both former journalists, now running separate podcast operations (one in English, one in Hebrew), and talking about what happens when an interview format becomes part of an election strategy. Katsovich is the co-founder and partner at Fusion VC, a pre-seed platform and a longtime Israeli podcaster, and expects that trend to accelerate as election day approaches.
“If you look at the trend, I would assume... they’ll be interviewed by more and more podcasters... the closer we get to election day,” Katsovich told me.
The 2024 U.S. election showed just how powerful podcasts could become as a political campaign tool, with candidates increasingly opting for long-form conversations that offered more time and unfiltered depth - something traditional television can rarely provide.
Israel’s next election, scheduled for October 27, is already generating a growing political podcast ecosystem, from dedicated election shows to established interview programs. Prime Minister Netanyahu’s campaign has leaned into a circuit of small, friendly podcast studios in recent weeks, trading hard questions for a more intimate, folksy format that lets a candidate control the narrative in ways a more adversarial Channel 12 or Channel 13 panel never would.
Katsovich sees the same pattern and traces it to an obvious source: “Everybody now follows Trump’s steps and tries to interview [on] as many podcasts as they can.”
His show, The Guy Katsovich Podcast, now reaches, he told me, “more than 200,000 people... every month,” almost entirely inside Israel. He’s hosted Yair Golan, Gadi Eisenkot, Bezalel Smotrich, Simcha Rothman, and with an election bearing down, he expects the guest list to grow: “I might do a roadshow for all the politicians that wanna come on the podcast.”
Israel appears to be the latest country that is redistributing its political access during election cycles. Katsovich’s read is that as October nears, “those podcasts will carry more and more weight in how people make their decisions,” because a long-form sit-down is “a real opportunity to really meet and see a politician for one hour” in a way a ninety-second clip cannot replicate.
But the format only works if it stays open. “All the politicians that came to my podcast didn’t ask for preparation, and there were no preconditions,” he told me, before admitting some guests want questions in advance, or want to see the cuts before publication. “This is like... kills the whole point of a podcast,” he said - and I agreed. “If you wanna really do an open conversation, this is not the format” for anyone trying to manage their message.
Startup Nation’s election role
But access is only half of the equation. What politicians choose to talk about matters too. When I pushed him on whether topics like tech and AI sovereignty will actually move votes — a theme this campaign has already flirted with, and one I have discussed on another podcast with ILTV — he identified a key thesis for election messaging. “If in America you vote for economy, in Israel you vote for security, and that’s it.”
[Watch me on ILTV: Maayan Hoffman and I explore whether Startup Nation should weigh in on Israel's first election since October 7]
Whereas the American mantra once promised that “it’s the economy, stupid”, Israel sees things a little differently. As Israelis go to the ballot box for the first national election since October 7, high-tech, cyber, and defense are all what he called “intercollided” into a single binary: are you the guy who keeps the country safe, or not?
That’s the paradox sitting underneath this whole moment. Hebrew podcasting is gaining exactly the kind of reach and intimacy that could reshape how Israelis size up a candidate — and it’s happening at the same time as candidates are working out how to use that reach without actually being tested by it.
[Watch a preview: Israel’s podcast boom could change the next election]
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44 min
Can 'cleaner' data centers win over America’s NIMBYs? - #0097, Emmanuel Levy
Show notes
America’s fight over data centers is becoming a mainstream political staple. Seven in ten Americans say they don’t wanta data center near their home, and more people now believe these facilities harm their community than help it, according to recent polling cited by industry trackers.
Opposition has more than doubled across 49 states over the past year, and in the first quarter of 2026 alone, an estimated $130 billion in data center projects were blocked or delayed by local resistance.
It’s not even a culture war. The backlash against them cuts across party lines: Republicans tend to object on tax incentives and grid strain, whereas Democrats oppose on environmental and resource use. The reasons may differ, but their mutual opposition is a rare instance of bipartisan alignment in American politics.
Into this landscape steps Phinergy. It’s an Israeli cleantech company whose aluminum-air backup generators have become an alternative to diesel in the AI infrastructure race, seeing early support from players in an impressive Google- and Microsoft-led innovation consortium. I spoke to its CEO Emmanuel Levy, who laid out a thesis that the “NIMBY” reflex against data centers collapses once three specific, solvable grievances are addressed.
“People are caring about [them] and are afraid... whether it is pollution, whether it is noise, or it is water consumption,” Levy told me. “If you’re able to explain why a new data center can come without this price on the shared resources, you’re able to bring the debate back to where it should be.”
It’s a clean, testable claim. In Colorado Springs earlier this year, a proposed data center drew objections almost identical to the ones Levy’s technology is designed to neutralize: noise and air pollution from backup diesel generators, and water consumption. The developer countered with a water-efficient, closed-loop cooling design and pledged 60 to 100 permanent jobs. But it didn’t defuse the fight.
Longtime residents cited broken promises tied to a chip plant and a cryptocurrency mine previously sited on the same land, and the developer told local reporters he had never encountered this level of public opposition, despite having built a similar facility elsewhere without incident. The complaints were the same three Levy names, yet the outcome was not.
Why do they need to be in our neighborhoods, anyway?
Those opposed to data centers don’t want them “in their backyard” - but that’s precisely where they need to be. Whereas training AI models can in fact be anywhere, the inference stage of AI - that’s getting the answers back to the customer who inputs prompts - needs strong latency to ensure smooth communication. And those are fast becoming critical infrastructure, which means backup generators need to be precisely alongside those initial centers. “More and more services are AI-based; they need their AI to be as close as possible to the market,” Levy explained. “So that’s the reason why inference in this case is localized next to communities.”
Think of it like being closer to your internet router at home: a reasonable comparison, until you realize that McKinsey forecast confirmed that by 2030 there will be an additional 140 gigawatts of power consumption by data centers. It means that the equivalent of 140 nuclear power plants will need to be set up in four years in order to manage the computing power. “You understand why there is a bottleneck,” he added.
Another question arises: whose job is it to close this trust deficit? Levy describes a cooperative, three-layer division of labor: new technology needs to be “socialized” to the market, regulators need to update rules that still legally define backup power as diesel-only, and developers need to carry the message to communities and win consent.
Phinergy was selected from a field of more than 70 proposals by the Net Zero Innovation Hub, a consortium formed by Google and Microsoft specifically to source alternatives to diesel backup power, with the pitch vetted privately by senior industry advisors (including a former chairman of Vertiv's technology board and a former Microsoft data center technology executive) before hyperscalers would take it seriously. "It's rarely cold calls," Levy said of how deep tech actually reaches Google and Microsoft. "Without that, it's very, very difficult for people to take you seriously."
Phinergy’s pitch for cleaner data centers is the start of the battle. Removing diesel noise and emissions from their footprint retires one legitimate grievance from a list that has grown to include broken trust, property values, and a broader unease about ceding land and resources to AI infrastructure. International polling on the same backlash lists the objections in similar order: water, energy, land use, noise, air pollution.
But it still needs to overcome the lingering challenge of a lack of community consent. Clean power may be necessary to end the data center fight. On the evidence so far, it isn’t sufficient.
You can learn more about data centers and how Phinergy can fix the bottleneck in the entire episode.
[For now, here is a preview: The NIMBY problem with AI data centers, explained]
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39 min
Beef’s price surge could give fake meat a second chance - #0096, Amos Golan
Show notes
I’ll admit it upfront: I’ve tried alternative meat on my own barbecue, and they’ve never been exactly a slam dunk for me. So when I sat down with the Chunk Foods founder and CEO Amos Golan for this latest episode, I wasn’t chasing a hype piece on the wonders of foodtech. I’ve written those stories before. What I wanted to know was whether the economics of fake meat had finally changed.
Turns out there is a number that can make that argument: $6.83, the price of a pound of ground beef in the US as of July 2026.
Beef steaks averaged $12.80 a pound back in May, up 16% year-on-year; the national cattle herd is sitting at its smallest size in 75 years. These Bureau of Labor Statistics numbers show a worrying trend for families and young people seeking affordable protein sources.
Chunk offers clean-label, plant-based whole cuts that look (and cook) just like beef. And today’s price rises may be a way for the fake meat industry to undergo somewhat of a comeback.
Golan has been watching this trend as closely as I have. “You don’t need to just talk about the need for the price of [fake] meat to go down,” I said to him. “You can also talk about the price of meat going up.” His answer: “Exactly.”
He’d already walked me through the math before I said it. “Ground beef in the US used to cost $4 [per pound]. Now it’s $5, $5.36. A steak is $10 to $20 a pound.” That was true when we recorded this episode in June, but beef has kept climbing since, which is, for those of us doing the weekly shop, the whole point of his pitch.
Chunk’s bet was never to compete with beef on ideology. People like me who genuinely like eating meat aren't suddenly going to stop because someone tells us it's better for the planet. “The experience needs to be good enough. The price needs to be good enough, ideally cheaper than meat,” he added. He was blunt that this is a demographic shift, not a moral one. “People are less altruistic, I’d say, at least externally, in how they talk about the food they consume.”
Ultimately, beef isn’t getting cheaper anytime soon. Forecasts put 2026 beef price increases as high as 18%, and analysts aren’t projecting relief into 2027. Chunk doesn’t need to win me over on taste alone. It needs the gap between $6.83 and its own shelf price to keep doing the argument for it.
It might be time that the alternative meat market comes back for seconds. And those at the dinner table may finally be ready for what’s on the menu.
[PREVIEW: Rising beef prices are doing Chunk Foods' marketing for them]
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50 min
AI is changing what venture capitalists actually do - #0095, Arik Kleinstein & Amit Spitzer
Show notes
Glilot Capital’s internal AI agent has a name and a full-time job - Elliot. It reads deal memos, surfaces founder meeting summaries, coordinates diligence advisors, and routes work across one of Israel’s most prominent VC funds.
Amit Spitzer, Glilot’s CTO and CISO, built it largely on his own, without a dedicated budget, while running the fund’s security operations in parallel.
“We need some super agents, some super tools, some ‘super employee’,” he told me. “That were able to connect to all the tools and all the processes and basically help streamline every manual work that used to be done up until that point.”
Arik Kleinstein, Glilot’s co-founder and managing partner, added that before the agent existed, an investment decision required five to ten diligence calls conducted manually. Now, the firm can screen advisors, make contact, present a company, and schedule calls at a pace that would have been unimaginable three years ago. And since Glilot is a seed and early-stage investor, operating in a market where the window between a promising founder and a closed round can be very short. An ‘employee’ like Elliot can help VC funds find their next gold mine.
Yet for all of its assistance, Kleinstein maintains that the agent cannot do the actual job. “If you invest very early, you invest basically in two things,” he said. “One, the team, and in their imagination. And AI is not a team, and AI doesn’t really have a good imagination.”
The difference between what AI accelerates and what it cannot replace carries broader implications for how the industry should think about the technology it is rushing to adopt. Even I, as a writer, admit to using the technology in my work; transcriptions take seconds instead of hours, and I have tweaked my agents to be harsh in their review of my work before I submit to a (human) editor. It means I have more time for research and deeper conversation with my guests.
In Glilot’s instance, the fund is as committed to AI as any in the market, and it evaluates every investment, in the words of managing partner Lior Litwak, “through a GenAI lens.” But Kleinstein and Spitzer make a sharp distinction between AI as infrastructure and AI as judgment. While AI in our workflows is indeed transformative, the ability to assess an unproven founder's leadership potential remains out of reach — at least for the investing Glilot does.
“All the analytical part, to look at the technology, to look at the markets, to look at the products, all the checklist that every VC is doing… that can be significantly augmented with AI,” Kleinstein said. “But to assess the quality, the leadership, the ability of a founder, many times a first-time founder, never done it before, to actually build a team, that’s something where AI just cannot help you.”
Spitzer adds another dimension to this argument. Describing his CISO position as “part of my soul, not just my experience,” he stated that the people who get the most out of Elliot will not necessarily be the most technical members of the team. They will be the ones who know what to ask, and how. “You still need the experience of the person,” he said. “Because now you need to know what to ask the AI, how to ask it, how to navigate in the path of AI. And that skill is important with AI and before AI, but now it’s making it even more critical.”
That idea of “tribal knowledge” inside an organization or team to carry the qualities needed to thrive in the AI era was discussed in a previous episode of The Spiro Circle. AI may have access to an organization's information, but it doesn't automatically understand which pieces of that information matter, or spot what an experienced human employee would notice that isn't written down.
This reframes the debate about AI and employment and the fear that it will “take our jobs”. Currently, it appears that there will be a big shift in which part of a job it takes, with a recent IIA/Zvriran study on Startup Nation suggesting that while AI isn’t the primary reason companies are reducing their headcounts, the technology is cited by 10% of companies as the cause of hiring pauses - a threefold increase from six months ago.
In Glilot’s case, Elliot absorbs the data-gathering, the scheduling, the pattern-matching across thousands of founder meetings. What it leaves behind is soft skills, such as the ability to sit across a table from someone who has never built a company before, and decide whether to bet on them.
“The emotional part, the charisma, that’s especially important if you’re a very early-stage investor,” Kleinstein concluded. “That’s much more important than any data I can crunch.”
[Watch a 5-minute preview: AI can do the diligence. But can it pick the founder?]
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50 min
This AWS product leader couldn't install his own product. So he built a $42m company - #0094, Gal Ordo
Show notes
The week Gal Ordo joined Amazon Web Services as the Product Leader for AWS Security Hub, he did something his colleagues thought was unnecessary. Instead of using the internal templates that AWS provided to get the product up and running, he insisted on installing it from scratch the way a customer would - no shortcuts or help from the team that built it.
But then he said it took him four to five days.
“It was so hard for me to install,” said the co-founder and CPO of Native Security. “And I am within AWS! I’m the product leader for that. What does it mean for a customer going in the first time trying to use that? At best, they give up; at worst, they misconfigure it, and then they don’t have active security coverage.”
That initial moment planted the first seed. But the second came a month later, when Ordo attended his first Executive Briefing Center session on behalf of Amazon. There, a room of executives from Fortune 100 and Fortune 50 companies had one message for the young product leader sitting across from them: “Why are you showing us the problem after it happens? Why can’t we just prevent it?”
“I remember them telling me, ‘Why do you even allow me to get to that place? Why don’t you just give me the knob to say this can never happen in the first place?’” Ordo recalled.
It was those two experiences, operating a product too complex for its own builders to operate, and a customer too exhausted to keep reacting, that became the founding logic of Native Security. The Tel Aviv-based cloud security startup emerged from stealth in March 2026 with an official $42 million in funding (he says they have already secured more, up to $55 million), and a collection of Fortune 100 customers already running its platform in production.
According to industry research, 80% of cloud breaches stem from misconfigurations — resources left exposed, permissions set too wide, settings that drifted after an engineer’s late-night change. Among companies that use multiple cloud providers, only 33% have a unified security strategy across them. Ordo’s argument to me is that the tools to close that gap have always existed inside AWS, Azure, Google Cloud, and Oracle - but enterprises cannot operationalize them at scale.
Native’s answer is what Ordo calls a control plane, a platform that lets security leaders specify an outcome in plain language, such as: “My sensitive data should never be exposed to the internet.” It then translates it into enforceable technical controls across all four major cloud providers simultaneously, using those providers’ own native capabilities rather than adding another external layer.
Before any policy goes live, the platform simulates its impact by surfacing which services might break, or which cross-cloud dependencies might be disrupted, so security teams can act without fear of taking down production.
“The building blocks are there, they’re strong, they’re powerful,” Ordo said. “But they’re hard for customers to use.”
Ordo co-founded the company with Amit Megiddo, CEO, who led Amazon GuardDuty, and Eyal Faingold, CTO, who served as VP of Cloud Security Products at Check Point. Between them, the three founders have shipped security products used by tens of thousands of enterprise customers globally.
The initial $31 million Series A was led by Ballistic Ventures, whose roster includes Phil Venables, former CISO of Google Cloud. He joined the round and, later, the board, even calling Native’s approach “the next big evolution in cloud security.” The company currently employs around 50 people across Tel Aviv and the United States, drawing talent from IDF cyber units, Palo Alto Networks, Wiz, and CyberArk, with a target of 90 by the end of 2026.
The founding question was whether the knowledge they accumulated inside those organizations could be turned into something different. Notably, knowledge of where the tools broke down, where customers gave up, and where the cycle of detect-and-react became self-perpetuating.
“There is a reason this hasn’t been done before,” he concluded. “It’s incredibly difficult to achieve. The technical problems we’re solving are very hard.”
[5-MINS PREVIEW: The founding story of Native Security]
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1 hr 3 min
The Depth Premium: Why Deep Thinking is Becoming Rare in the AI Era - #0093, Yuval Ariav
Show notes
Most VCs will tell you they invest in people. Push them further, and you’ll hear the same formula of exceptional team, large market, and right timing. It is recited so often it has become meaningless.
But Yuval Ariav, Founder and Managing Partner of Symbol, doesn’t give me that answer. Ask him what he looks for in a founder, and he’ll acknowledge that integrity and grit matter, but then he sets that all aside.
“If I had to put one overarching theme for us, it’s depth,” he told me. “We like to see that founders went to the validation threshold the capital market requires — and then way beyond it. Because what that tells us is that they are really interested in the problem, that they really understand it.”
Much of the theme of today’s conversation is about depth, and how to avoid “non-deep” thinking (I try to avoid the term “shallow”). For Ariav, the ability to go deep is the willingness to go so far into a problem that you exit the comfortable zone of apparent mastery and enter the uncomfortable zone of knowing how much you don’t know. “We like to see people whose level of expertise forces them to say, on some things, ‘we don’t know.’ Because that’s how you really know they know their stuff.”
Symbol is a $50 million pre-seed and seed fund Ariav co-manages with Racheli Kogan, and bets on founders working outside the mainstream of Israeli venture, in sectors the local capital community has traditionally dismissed. We spoke soon after Business Insider named Symbol to its 2026 Seed 100, the first time an Israeli fund has appeared on a list that includes Sam Altman, Accel, and Greylock.
The ranking’s stated criteria, which highlighted those who identify technologies before they become mainstream categories, are basically Symbol’s entire thesis.
The problem is that depth is vanishing
There’s a paradox at the center of Ariav’s argument: That the quality he bets on is becoming scarcer precisely as building companies gets easier. Because of AI, he notes, “building products has never been easier, faster, cheaper.” When there are more founders, lower barriers to entry, and more buzz, the very environment that Symbol is making a contrarian bet on is becoming full of less intellectual effort.
“The capacity for depth… it’s not just that you understand something deeply,” he said. “It’s that you are fine with sitting on your ass at home and spending six hours diving into god-awful McKinsey super boring reports to understand some fundamental truth. That is a skill set that is rapidly fading from the world.”
Research found that average sustained attention on a digital screen dropped from 150 seconds in 2004 to 47 seconds by 2024. Ariav, who teaches a course at Columbia University on data, AI, and society, watches this in real time. “Our collective attention span is going way down,” he said. “At a time when the world is more complex than ever.”
Contrarianism isn’t the answer
Here is where Ariav diverges from the standard VC contrarian pitch. Being reflexively contrary, he argues, is just as lazy as following the consensus.
“Being reflexively contrarian is also easy. You look at Twitter [X], and you just add ‘no’ in the beginning of whatever somebody says.” What Symbol looks for is different: founders who have gone deep enough to discover something the market hasn’t seen. “When you meet the best founders, at some point they will say something to the effect of: we’ve observed something the market doesn’t understand. At that point, they shine a spotlight on a hidden truth.”
For Symbol, it is about finding the pre-consensus thinking across a world that is no longer operating in the very depths that depend on new discovery. And with a world that changes as AI becomes more embedded in our lives, the ability to think, explore, and innovate is becoming a commodity in and of itself.
[Watch a preview: The "Depth" Problem: Why great tech founders are getting rarer]
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49 min
"Love the chaos": What 22 years in the IDF taught one Israeli founder about leadership - #0092, Shahaf Galili
Show notes
In cybersecurity, hesitation can be the most expensive decision a company makes. Shahaf Galili knows this not as a management theory, but as a lived operational reality forged across 22 years running offensive cyber units inside the Israeli military.
“You always need to make decisions when you don’t have all the information,” says Galili, co-founder and CEO of Mars Security, a Tel Aviv-based threat detection startup that raised $9 million in 2025. “The most dangerous thing to do — if you’re investigating a breach, if you’re conducting an offensive operation, if you’re trying to decide which product line to invest in — is to wait. Targets are moving and evolving. There’s a lot of chaos and multiple unknowns.”
It is a philosophy shaped by his real-world experience in the Israel Defense Forces, confronting actual life-or-death consequences. Galili left the IDF at 39, relatively later than most who leave after their mandatory three-year commitment, which he considers an advantage. The extra years gave him something that fast-track civilian careers rarely produce: a visceral comfort with operating under conditions that would paralyze most executives.
“The more chaos that you live through,” he said, “the better you will thrive in chaos.”
That thesis now underlies how Galili runs his founding team and how he thinks organizations should respond to a security breach in progress. His core conviction is that an imperfect action consistently outperforms a perfect decision arrived at too late - or one not performed at all. “I believe that an action, even if it’s the wrong one, is always better than not acting,” he explained. “An action will help you understand reality. You need to act… and then have the flexibility to understand that you made a mistake and change.”
I pointed out that there is something almost Shakespearean in how he thinks about cybersecurity. Hamlet, history’s most famous illustration of the cost of indecision, understood perfectly what needed to be done but died precisely because he couldn’t bring himself to do it. The play is a 400-year-old case study in strategic paralysis, and one that Galili would recognize immediately as a security failure as much as a human one.
History, it turns out, doesn’t repeat itself - but we all know it can rhyme. Delay was Hamlet’s ‘fatal flaw’. In cybersecurity, it remains one of the most common that can still cost enterprises their data.
This is not merely philosophical for Galili. The detection gap that Mars Security is built to close between the moment an attacker enters an organization, and the moment the organization realizes it is partly a technology problem and partly a mindset one. Security teams have been conditioned to gather more data before acting. Attackers, meanwhile, are moving across identities, cloud environments, SaaS platforms, and corporate networks in hours, not days.
“You need to be good all the time,” Galili said. “The attacker has one advantage: he has the initiative. If you take this from him and start being proactive, looking all the time at how they’re evolving, they don’t have a chance.”
The best piece of advice he ever received from a commanding officer? He doesn’t hesitate: “Love the chaos.”
The ability to embrace chaos in 2026 is as applicable to building a startup as it was to running operations in the years before - even if contexts and technologies evolve. And the leaders who thrive are never the ones who waited for more certainty before moving. They’re the ones who always kept moving.
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41 min
Find Your "Mona Lisa" Before the Hackers Do - #0091, Toni Samson
Show notes
While I was recording an episode with Toni Samson, co-founder and CEO of Arte Security, she told me it was important for companies and CISOs to “find your Mona Lisas.” It made me remember how a few thousand kilometers away, the actual home of the actual Mona Lisa had learned that exact lesson the hard way.
Last October, thieves walked out of the Louvre with crown jewels worth more than $100 million. French investigators later found that only one of the two cameras covering the break-in point was even working, and staff didn’t have enough screens to watch the footage that did exist. The whole operation lasted minutes.
Imagine that: The Louvre, home to the most famous painting on earth, couldn’t tell you in real time what was happening to the jewels twenty feet away. It didn’t know where its own “Mona Lisa” was, so to speak.
And a few days ago its gallery finally reopened - this time, without the stolen jewels.
That’s the trap Toni was warning me about, except she wasn’t talking about paintings. Her metaphor was directed at CISOs who need to know the most important assets in their enterprise, and make sure those are more protected than just applying blanket protection over everything. “Find your Mona Lisas,” she said. “This is the most important. You will not be able to close everything. It’s too much. It will never be fast enough.”
The value of each asset varies by company. A shoe manufacturer’s factory floor matters more than its HR files. A bank’s Mona Lisa is the data itself, sitting in very specific places. “The question now is: How can I protect my most critical things? [Because] not everything is the Mona Lisa,” she said. “Not everything needs to be protected the same.”
This is where Arte’s own work gets specific. The company helps enterprises identify what parts of their data require more attention (and protection) than others. It then specializes and tailor-makes a solution that helps them protect their Mona Lisas from theft or hacking. The company was founded with co-founder and CTO Asaf Ohayon at the end of 2025, and Toni herself comes from a background in the Israeli Ministry of Defense as Director of Critical Infrastructure & Data Center Cybersecurity.
Another example may be a hyperscale AI data center, where its Mona Lisa isn’t necessarily a database. It might be the chiller controller. Bad actors wouldn’t even need to breach a firewall to take an AI cluster offline. All they would need to do is make the room too hot to run.
This sounds obvious until you actually try to do it. Security researchers estimate that roughly a third of large businesses can see less than three-quarters of their own assets at any given time: Think of it as the digital equivalent of a museum that isn’t sure how many rooms it has, let alone what’s in them.
I asked her to help me quantify it: how do you actually know which door is the one with the painting behind it? To distinguish between the Mona Lisas and what I called “The James Spiro Original Scribble”. Her answer was to identify what you’d protect first if you could only protect one thing, and build outward from there. “Make sure your Mona Lisa is protected,” she said, “and put it as number one priority.”
Every laptop or every forgotten API endpoint is indeed an attack surface or entry point. And for a long time, the instinct in cybersecurity has always been to try to lock all of them at once. But Toni’s point is that this instinct is now outdated, because when attackers can use AI to move at machine speed, treating every asset as equally precious means treating none of them as precious enough.
The Louvre is now spending close to a billion euros to build the actual Mona Lisa her own dedicated room. Most businesses won’t get that budget. CISOs will have to actually know where their Mona Lisa hangs before someone else finds out.
[Watch a preview: “Not everything is the Mona Lisa” — Cybersecurity priorities, explained]
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47 min
After Wiz, Cybersecurity Founders Are Thinking Bigger - #0090, Oren Yunger
Show notes
Israel’s cyber numbers from 2025 were staggering.
We all know the big ones: Google acquired Wiz for $32 billion. Palo Alto Networks spent $25 billion to absorb CyberArk. ServiceNow bought Armis for $7.8 billion. When the final tally was complete, strategic mergers and acquisitions in the cybersecurity sector had reached $81 billion - more than four times the volume of the prior year, according to data compiled by Notable Capital and Morgan Stanley.
For Oren Yunger, Managing Partner at Notable Capital and one of the architects of the firm’s annual Rising in Cyber report, the significance of those deals runs deeper than just their valuations. “The ceiling has kind of been shattered,” he told me.
“You can build businesses that are just massive. You can do things that we, in the past, thought were unimaginable in cybersecurity,” he added. “Companies should get acquired between $200-400 million dollars — that’s the best you can do. Now we’re seeing companies that really are paving the way to the next set of companies to go and build bigger and stronger.”
For much of the last decade, cybersecurity exits were measured in hundreds of millions, not the tens of billions we see today. The Wiz deal alone, which became the largest high-tech exit and business deal in Israel's history, poses a new question to a new generation of founders: If they could become a $32 billion business, what is possible for us?
The M&A wave of 2025 coincided with a shift in how enterprises think about the AI era and the risks that come with it. In 2024 and early 2025, the defining question for enterprises deploying AI was whether they could build agents capable of autonomous action. Yunger now argues that that question has largely been answered and a new one has emerged.
“The big question that we’re seeing is: can you put it in production, can you scale that agent, can you trust its operations?” he said. “Security is just a huge part of this question that needs to be answered at enterprise scale.”
The Rising in Cyber 2026 report, which surveyed nearly 150 chief information security officers from the world’s largest companies, puts precise numbers on the gap between deployment and protection. Seventy-one percent of respondents said their organisations already have AI agents running in production environments. But only 11% described their tooling to secure those agents as mature. That gap is where Yunger sees the next wave of investment flowing, and where the next generation of large cybersecurity companies will be built.
The broader cybersecurity sector is projected to reach $255 billion by 2029, up from $153 billion in 2025, according to IDC estimates. Early-stage investment is accelerating: Series B rounds grew 74% to $3.3 billion in 2025, with average deal sizes jumping 75% to $49 million. In a year when most software categories saw venture funding decline, cybersecurity’s earliest rounds were the only segment to grow year over year.
The momentum has continued into 2026. CrowdStrike acquired SGNL, Palo Alto Networks purchased Koi, and Sophos acquired Arco Cyber — all in the first half of the year. The platforms that spent 2025 making transformational acquisitions are now targeting the AI-native capabilities they need to stay competitive as the threat landscape continues to evolve.
Microsoft, which dominates five of the largest cybersecurity verticals, is adding capabilities faster than at any point in its history, with CrowdStrike and Palo Alto doing the same. But their acceleration has not crowded out newer startups. If anything, it has raised the stakes for founders who can identify the problems that the large platforms have not yet solved.
“Security companies today are answering those questions,” Yunger said, “and the ones to follow will eventually accompany every single technology shift that is happening in the market and will continue to do so for as much as I can think of.”
Yunger claims the thesis is confirmed by Satya Nadella, Microsoft’s chief executive, who he said has described engineering as converging into four enduring disciplines. One of them is security engineering: a category he considers permanent regardless of how AI reshapes the rest of the technology industry. “Doesn’t matter how AI is affecting our markets, what jobs AI potentially will threaten and maybe change… Security is here to stay.”
For founders building in the space today, that is both a reassurance and a challenge. The ceiling “has been shattered” and the market is expanding faster than we all predicted. Large companies are acquiring quickly, and the venture dollars are flowing earlier.
What founders may be asking themselves now is if they can also build something the platforms may have no choice but to pay to absorb. And Wiz has shown them that the answer may be worth $32 billion.
[Watch a preview: The Cybersecurity Ceiling Just Got Shattered]
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52 min
The Impossible Math of Israel's Information War - #0089 Rachel Lester
Show notes
Israel isn't fighting one information war. It's fighting three. At least, that’s the takeaway I had when I read Digital Warrior:Inside Israel’s Battle for the Narrative After October 7 by Rachel Lester this week.
Rachel served in the International Branch of the IDF Spokesperson's Unit, first on active duty, then in reserves from October 8th, 2023, editing and shaping video content for accounts with over 10 million followers across platforms. You probably saw her videos from the official IDF X account, or from her personal Instagram, @Rachel.In.Reserves
Thinking back to the early days following the October 7 massacre, what struck me most was the impossible communications challenge the IDF faced. Her job, and the job of the army, was to explain multiple things to the world at once.
“I think that Israel faces social media challenges that no other army and no other country in the world face,” she told me. “I think that we have the unique challenge of trying to reassure our civilians that we are safe and that the army is in control, while at the same time conveying to the world these are our enemies, this is what our enemies are doing right now… this is what our enemies just did: committed the largest attack on Israel in our history. And if we don’t fight them, then they’re gonna do it again and again, as they’ve said.”
One country, three completely different messages
One of the central arguments in Digital Warrior is that the IDF isn't running one narrative. It’s running three, simultaneously, to three audiences - and the messages don’t just differ in tone, they actively contradict each other.
* To the local, Hebrew-speaking audience - the message is reassurance: we are strong, we’re handling it, you don’t need to worry.
* To the Arabic- and Farsi-speaking world - the message is closer to a warning: we are strong, we’re watching you, and your own leaders are the ones corrupting you.
* And to the international, English-speaking audience, the posture flips entirely: we are at risk, we are under attack — because that’s the only framing that earns Israel the right to defend itself in the eyes of the world.
Project strength to one audience and vulnerability to another, at the same time, and you’d think it’d collapse under its own weight. Rachel told me it basically does, sometimes. The three departments work almost entirely independently of each other - there’s no room for someone to coordinate the tone across all three. “Sometimes it works, and sometimes it doesn’t,” she said.
The moment she paused
I considered the paradox Israel found itself in, and thought about why it didn’t apply to Hamas’ messaging strategy. So I put it to her directly: Didn’t Hamas actually pull off the version of this that Israel is still struggling with? A fear campaign aimed at the region, running alongside a sympathy campaign aimed at the West without the contradiction ever really catching up to them?
“That’s an interesting point I hadn’t considered before,” she said. Western outlets, she pointed out, never really broadcast the moments when Hamas spokespeople promised “to do October 7th again and again.” That footage exists, as Rachel saw firsthand, but it just doesn’t travel the way photos of dead children (or P.O.D.C., a term she coined for the book) do.
As the war dragged on, Hamas’ messaging was contained inside its Arabic-language threats, but its English-language grief campaign spread across the world. Somehow, the two rarely collided in the same feed, in front of the same audience, at the same time. This was not true for Israel, whose messaging sometimes came out slowly or inconsistently - and whose critics were quick to highlight these contradictions.
This is more than a media-strategy story
It would be easy to file this under another “PR problem” Israel has to overcome, and move on. But I don’t think that’s what it is. Our conversation kept circling back to how, in a war where legitimacy determines whether you’re even allowed to keep fighting, the coherence of your story and its narrative matters as much as the truth of it.
That challenge is only becoming harder now that AI makes it easier to manipulate and dismiss authentic content. During our conversation, we discussed the “liar's dividend”, a term coined by legal scholars Bobby Chesney and Danielle Citron for exactly this phenomenon: real evidence getting waved away simply because fake evidence is now possible.
She mentioned an instance in 2023 when journalists doubted the validity of footage released by the IDF. And earlier this year, genuine footage of Netanyahu was mistaken online for an AI fabrication. So the tech doesn't even need to be actively used against Israel. Its existence alone is often enough to doubt or undermine its digital efforts.
That’s the tension I’d encourage you to sit with if you pick up Digital Warrior: not “is Israel’s PR bad,” which is the question everyone already has an opinion on, but “can any democracy actually hold three contradictory messages together in an age when information is everywhere?”
Digital Warrior is out now. You can follow Rachel on Instagram here.
For transparency: I have no financial relationship with this book or its sale. This recommendation is unpaid.
[Preview: We discuss “How the IDF Talks to Israelis, Enemies, and the World — All at Once”]
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