Podcast

Cyber Go-To-Market Talk: The Cybersecurity Podcast About Cyber Sales, Marketing & Revenue Growth

Business, Entrepreneurship, Management

The cybersecurity podcast that tackles the question: How can cybersecurity companies grow sales faster?

Growing a cybersecurity company is rarely limited by a lack of people. More often, growth stalls because cyber sales execution, onboarding, forecasting, and leadership aren't keeping pace with the opportunity.

Hiring more sellers doesn't solve that.

Neither does chasing the latest go-to-market trend without a repeatable system for revenue growth.

The companies that consistently outperform their competitors build stronger cyber sales leadership, faster seller ramp times, more predictable revenue forecasting, healthier pipeline generation, and disciplined go-to-market execution. That's what this show explores.

The Cyber Go-To-Market Talk is a cybersecurity podcast for sales leaders, CROs, founders, CEOs, marketers, and revenue teams who want to improve cybersecurity sales performance and build more predictable revenue growth.

Cybersecurity sales training expert Andrew Monaghan talks with cybersecurity CROs, revenue leaders, sales executives, founders, and operators about the real work behind scaling sales teams, improving forecast accuracy, building revenue pipelines, onboarding cybersecurity sellers, creating demand, and executing cybersecurity sales strategy.

You'll hear practical lessons on cyber sales leadership, cybersecurity sales training, sales onboarding, revenue forecasting, pipeline quality, sales coaching, revenue operations, cybersecurity go-to-market strategy, and the systems that help cybersecurity companies grow faster.

Whether you're leading a revenue organization, building a cybersecurity sales team, or working to improve cyber sales performance, each episode is designed to help you make better decisions and execute with greater confidence.

Popular Episode Topics Include: Cyber Sales Leadership, Cybersecurity Sales Strategy, Cybersecurity Sales Performance, Sales Onboarding, Seller Ramp Time, Cybersecurity Sales Training, Sales Enablement, Revenue Forecasting, Sales Forecasting, Predictable Revenue Growth, Forecast Accuracy, Go-To-Market Execution, Security Go-To-Market, Cybersecurity Go-To-Market Strategy, GTM Execution, Pipeline Generation, Pipeline Quality, Demand Creation, Cybersecurity Pipeline Growth, Revenue Pipeline, Scaling Sales Teams, Sales Hiring, Sales Coaching, Revenue Operations, Cybersecurity CRO

Management chart
#125
Episodes
319
Releases
Weekly
Typical length
44 min
On air since
2019
Latest episode
5 days ago

Episodes

319 episodes, newest first

  1. You Can Teach Selling, Not Attitude: James Irving, Founder, Emotive JLI

    Episode 320

    Show notes

    On this episode of Cyber GTM Talk, the cybersecurity podcast for go-to-market leaders, first-time cyber sales leader James Irving explains why he built his team at ThreatSpike from graduates instead of experienced sellers. With a target to double ARR from £5 million to £10 million, he hired for motivation, honesty and a genuine interest in business, then taught the market and the sale himself. He also tells the story of the month he thought he was done, and what turned it around.

    In this episode

    • Why a BMW mechanic convinced James that credibility matters more than sales experience in a cyber sale
    • The interview approach salespeople can't fake, and why deal stories can be faked
    • How he tested graduates for interest in the business, down to the board's past investments
    • Teaching cyber through physical security, so new reps can attempt the technical question they can't answer
    • His first hire: not great for three or four months, then out-earning his own first year in sales
    • The month the team sold about a tenth of a normal month, and what told him to hold his nerve
    • Running cyber startup sales on a Google Sheet, and the one column that decided which deals got deleted
    • Why two years of SDR experience is massively overrated

    About the guest

    James Irving spent 12 years in cybersecurity sales, starting as an SDR at NCC Group and moving on to Secureworks, before joining ThreatSpike as its first commercial hire and head of sales. He now runs Emotive JLI, a sales consultancy that helps technical founders build a repeatable sales engine.

    Learn more about James's sales training for cybersecurity: https://emotivejli.com/sales-training-for-cybersecurity

    Notable quotes

    • "You can teach people the skills and the fundamentals. You can't teach people attitude."
    • "Salespeople know how to fake things. They know how to talk through a deal that never existed or someone else's deal that they're pretending is their own."
    • "There's the pipeline generation, which they will be willing to do, but there's also the closing, which we can teach them."

    Chapters

    00:00 Intro

    02:01 Spin the wheel

    02:41 Why hire graduates instead of experience

    08:39 What he saw in his first hire

    11:27 The hiring criteria

    16:41 Interviews that can't be faked

    19:49 Testing interest in the business

    22:58 Why culture matters more now

    28:23 Joining for the mission

    30:22 Teaching the market and the sale

    34:37 The month he thought he was done

    38:27 Leading a remote team of new reps

    42:49 Running pipeline on a Google Sheet

    49:48 Overrated or underrated

    Cyber GTM Talk helps go-to-market leaders at security companies grow sales, from start up sales to scale.

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    53 min
  2. How to Beat “Do Nothing” in Cyber Sales: Ken Powell

    Episode 319

    Show notes

    On this episode of Cyber GTM Talk, the podcast for cybersecurity go-to-market leaders, Ken Powell explains how cyber sales teams beat their most common competitor: the buyer who decides to do nothing. His rule is that every deal has to answer why the buyer would do anything, why now, and what happens if they do nothing, before a rep is allowed to pitch. He also shares the account research, the personal stakes buyers carry, and the deeper conversations that make understanding those answers possible.

    In this episode

    • Why Ken treats Do Nothing as the real competitor, and what it usually means when a deal dies to it
    • The three questions every deal must answer before a rep can say "why me"
    • Why a buyer's stated need is the wrong thing to react to, and the question to ask instead
    • The personal stakes: buyers who got fired for late, over-budget projects, and why Ken shows quick wins inside the customer's fiscal year
    • Ask about payback, not ROI
    • The one-page account plan, and the two days it took one senior seller to pin down a CEO's vision
    • Why Ken builds the business case for his champion
    • Why saying "that's nothing we do" builds credibility in cybersecurity sales

    About the guest

    Ken Powell is the founder of Sales Method and an operating partner at CXO Partners. A longtime enterprise and cyber sales leader, he has sold and led teams at Oracle, SAP, McAfee, Halliburton's Landmark and Honeywell, and he is the author of Raise the Bar. Step Up. The Habits of Great Sales Athletes, with a second book, Own the Account, out now.

    Ken's book: Raise the Bar. Step Up. The Habits of Great Sales Athletes (Amazon)

    Ken on LinkedIn

    Notable quotes

    • "...why would they do anything? Why now? What happens if they do nothing? I call that why not?"
    • "You should have started on that first call because you were asking, why do anything? Why now? What happens if you do nothing?"
    • "...losing a deal to do nothing is not an option."

    Chapters

    00:00 Intro

    02:48 69% of sellers miss quota, 60% of deals lost to do nothing

    05:12 Why cleaning the pipeline is a symptom

    06:43 Modern BANT and grading every opportunity

    10:50 Plan your call, and build the champion's business case

    14:06 Getting a sales team to buy into new habits

    20:39 Commoditization and believing in your product

    24:29 Why do anything, why now, why not, why me

    26:34 Why the stated need is a trap

    30:50 Payback over ROI

    32:35 Revenue play or cost play

    37:25 Account planning and the CEO's strategy

    50:58 Overrated or underrated

    57:32 The $4M commit cut to $200K

    Cyber GTM Talk helps go-to-market leaders at cybersecurity companies grow sales, from start up sales to scale.

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    1 hr 1 min
  3. Why the Rep, Not the Product, Wins Cyber Sales; Fred Descloux @ Nu Skin

    Episode 318

    Show notes

    On this episode of Cyber GTM Talk, the cybersecurity podcast for go-to-market leaders, Fred Descloux explains what actually wins cyber sales once your product makes the shortlist. Fred runs privacy, data security and GRC at Nu Skin and has sat on every side of the table: seller, implementer, operator, Big 4 advisor and now buyer. His view is blunt: when three or four products all fit, the product stops being the differentiator and the rep starts being it.

    In this episode

    • Why a 60% product fit is now enough for Fred, and how vibe coding lets him build the other 40%
    • Why the quality of the interaction with the salesperson breaks the tie in cybersecurity sales
    • The vendor who claimed to know Fred's boss "Jack" (his boss is Vince), and what it cost him
    • Why he'd rather a junior rep had 5 prepared meetings at an event than 20
    • How his startup emailed 16 vendors and signed fast with the two reps who came prepared
    • The question he asks vendors on purpose, and the vague answer that wastes it
    • Why plenty of buyers don't know what they're buying, and why he wants a seller who'll tell him he's wrong
    • Overrated or underrated: CISSP for sales reps, ChatGPT for account research, likable sellers

    About the guest

    Fred Descloux is Global Director of Privacy, Data Security and GRC at Nu Skin and the founder of Zero Drama Security, a boutique advisory practice. Before that he spent close to a decade at EY, led information security governance at the World Bank Group, and worked at Deloitte and CrossCountry Consulting.

    Notable quotes

    • "Product is not going to be the differentiator."
    • "If you match it 60% and I know I can build the 40% myself with an automation or something on the side, that's perfect."
    • "It was like literally for me just a conversation he lost before even starting the game."

    Chapters

    00:00 Intro

    04:34 How a buyer researches sellers with AI

    09:07 The vendor who invented Fred's boss

    13:27 What great pre-call research looks like

    18:04 Peer-to-peer, not lecturing

    21:59 Five prepared meetings, not twenty

    25:36 16 emails and a fast signature

    27:44 The 60% fit and why the rep breaks the tie

    30:30 Buyers who don't know what they're buying

    34:09 What builds trust after the deal

    39:29 Givers and takers

    42:10 Selling confidence, not a security score

    46:51 Overrated or underrated

    Cyber GTM Talk helps cybersecurity sales and marketing leaders grow sales, from start up sales to scale.

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    52 min
  4. Stop Treating Agentic Cybersecurity GTM Like a Sales Project: Kristen Twining SVP Sales @ Reco

    Episode 317

    Show notes

    Kristen Twining is the SVP of Sales at Reco, a company that secures AI and agents, and she's rebuilding its go-to-market to be AI forward. Her argument is that agentic GTM can't be a sales project. She explains why marketing and RevOps have to be in it from the start, what she told her reps when she pulled their tech stack, and the go-to-market engineer hire nobody knew existed a year ago.

    In this episode

    • Why Kristen calls it "a company agentic motion" and who has to be in the room
    • The unglamorous foundation work: data, the CRM, access and the tech stack
    • What she told her reps when she took the traditional tech stack away
    • How scoring for signal cut Reco's outbound target list by about 80%
    • The manual middle: reps working their lists with a go-to-market engineer while the automation catches up
    • What a great go-to-market engineer looks like, and why the job description took five or six drafts
    • Her favorite AI interview question for BDRs and AEs, and the answer her dad in his 70s would give
    • Overrated or underrated: Black Hat, a degree in sales, and work-life balance

    About the guest

    Kristen Twining is SVP Sales at Reco, which she joined in January 2026 after running Americas sales at FireMon, global sales at Illusive, ITDR sales at Proofpoint and a long run at HPE. She also hosts the podcast My Stilettos Hurt.

    Notable quotes

    • "You can't confuse that with, I'm building a sales agentic motion. This is a company agentic motion."
    • "Nobody even knew what a GTM engineer was a couple years ago, maybe even a year ago."
    • "There's a language to AI and there's a translation."

    Chapters

    00:00 Intro

    03:28 Spin the wheel

    04:23 Why Kristen went AI-forward

    07:14 The unglamorous foundation work

    11:14 A company motion, not a sales one

    12:26 Cutting the target list by 80%

    19:37 Hiring for an AI-forward sales team

    30:43 The go-to-market engineer

    35:39 My Stilettos Hurt

    41:11 Overrated or underrated

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    46 min
  5. Doubling a Sales Team in 2 Months Without Dropping Standards | Lauren Lynch, Cyber Sales Leader

    Episode 316

    Show notes

    When Wiz brought in new go-to-market leadership and decided to go big, Lauren Lynch's commercial org went from about 40 people to more than 80 in a couple of months. She explains why hiring at that speed made her process tighter, not looser, and walks through the steps she used at Wiz and took with her to Drata to keep the bar where it was. If you are about to scale a cyber sales team, this is the episode to hear first.

    In this episode

    • The numbers behind the Wiz commercial build: 35 to 65 AEs, 4 to 12 RDs, and three new RVPs
    • Why a hot brand and a flood of inbound applicants made defining "good" more important, not less
    • Her process stage by stage: a casual 30 minutes, a deeper hour, 3 or 4 cross-functional interviewers with assigned roles, and a final presentation panel
    • The "my why" slide, and why she wants the panel to meet the person, not just the resume
    • How the panel catches candidates who interview well, including AI-written prospecting samples
    • The one question she uses to test coachability
    • What changes when the hire is a leader: more time, sometimes a flight, and backchannel references before the first call
    • Keeping a team focused on the number while new leadership rewrites the playbook

    About the guest

    Lauren Lynch has spent more than a decade scaling sales teams in cybersecurity: nearly ten years at Rapid7, then commercial sales leadership at Snyk and Wiz, where she was AVP of Commercial Sales for the Americas. Most recently she was VP of Sales, North America at Drata.

    Notable quotes

    • "It was really important that we defined what good looked like and what the right profiles were that we wanted to go after because there was no shortage of talent."
    • "A leadership hire is a way more expensive mistake to make if you do it the wrong way."
    • "If they fall apart in that, no matter how likable they were or how good the answers were, I just can't move forward."

    Chapters

    00:00 Intro and the spin of the wheel

    03:48 Rapid7 and the in-office sales floor

    09:20 Joining Wiz to build mid-enterprise

    10:50 Hypergrowth: about 40 people to 80+ in a couple of months

    14:29 The hiring process, stage by stage

    19:30 How she tests for curiosity

    23:42 The panel that exposes weak candidates

    25:24 Hiring first-line leaders

    29:25 Testing for coachability

    33:19 Twenty-one days later: the Wiz leadership change

    36:29 Leading a team through new GTM leadership

    46:30 What she took to Drata

    50:24 Enablement and AI call analysis

    53:17 It's personal: the wheel questions

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    1 hr
  6. Why a CISO Bets on a Startup Over Crowdstrike: Robbie Tyrie, Fractional CISO

    Episode 315

    Show notes

    You've nailed the demo and the POV, and then procurement asks why they'd bet on you instead of CrowdStrike, Palo Alto or Zscaler. Robbie Tyrie has been the buyer on the other side of that question at some very large organisations, and he said yes to the startup more than once. He walks through the math he ran, what he wanted back from the vendor in return, and the trial structure he says a buyer can't argue with. Now a fractional CISO for 50 to 200 person companies, he also explains why buyers stopped turning up at trade shows and what he responds to instead.

    In this episode

    • The two answers a big vendor gives when you ask for a feature (neither of them are that helpful)
    • Robbie's math on the risk of a startup vendor: what you actually stand to lose is a couple of months
    • Why smaller vendors treated him "more on a human level", reacted faster in 99% of cases, and gave a better deal than tools costing hundreds of thousands of dollars
    • What "work with them" means in practice: quarterly meetings, and knowing the CEO, head of development and head of customer ops instead of an account manager juggling several accounts
    • How he de-risked the bet: an agreed baseline, get-out clauses, and an open source tool running in parallel
    • The FNZ story: a startup pen test vendor covering 100+ wealth management clients, and the six extra tests that earned everyone kudos
    • The managed free trial: two weeks, a month maximum, run as a mini case study
    • Why buyers aren't at RSA or InfoSec any more, and the Chamber of Commerce talk that landed him a CEO client
    • What JP Morgan did to Fortify's roadmap, and how Robbie would stop your biggest customer doing it to you

    About the guest

    Robbie Tyrie has spent 26 years in IT and cyber security across the Scottish Government, NHS Scotland, Tesco Bank, J.P. Morgan, Clydesdale Bank, Aegon and FNZ Group, where he ran the Cyber Fusion Centre and application security, before joining pen testing startup OSec as CTO. In 2026 he founded Torridon Cyber, where he works as a fractional CISO for fintech scale-ups getting ready for SOC 2, ISO and enterprise buyers.

    Notable quotes

    • "So is the risk really there? At the end of the day, what are you going to lose? A couple of months' time putting some effort in at your side, for what?"
    • "If it's a big vendor and you're asking for a feature, they'll probably turn around and say one of two things. First thing is no, or yes, that'll cost $100,000 and we'll have it delivered in 6 months."
    • "You're just a bit-part player, no matter how big you are."

    Chapters

    00:00 Why a buyer would bet on a startup over CrowdStrike

    04:02 Robbie's early days helping startups with pen testing

    07:15 The 50 to 200 person company: the CTO is still running security

    08:22 Security as a business enabler, not a cost centre

    11:56 Big name or startup? How Robbie decided as a buyer

    13:24 What "work with the vendor" actually means

    14:21 Mitigating the risk: baseline, get-out clauses, open source in parallel

    15:32 The FNZ story: a startup pen test vendor across 100+ clients

    18:00 Coaching a founder to win mid-market early adopters

    19:55 What's changed about getting in front of buyers

    24:57 The managed free trial

    25:53 Going around security to the COO

    27:55 The Chamber of Commerce and the "knitting club"

    31:12 Field CISOs: do they work?

    33:01 The AI governance wave, and building your own LLM

    40:02 Cyber Donut hot seat: what JP Morgan did to Fortify

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    44 min
  7. How to Sell to the CISO: David Gee, who is a ... CISO

    Show notes

    David Gee is the former CIO and CISO at storied companies such as HSBC and Eli Lilly. Rather than quietly disappear in his retirement, he's been writing books. And not just any books, two of his published books are "A Day in the Life of a CISO" and "How to Sell to the CIO and CISO". And not just tiny little ebooks! Each of them is 500 days of details. Specifics. Stories. Advice. Explanations. Basically everything you need to raise your game selling to senior security and IT leaders.

    In this episode

    • Why the CISO's default rule is one in, one out, and what the CFO says that makes it so
    • The exception: a new category the current stack doesn't cover, and why it's worth the extra procurement work and intensive POCs
    • Security budgets are "one pot of money," and AI is now crowding it. Some boards are asking whether AI could replace whole packages
    • Why the strategy that's already written down is too late for you, and the 12 to 15 month window before anything is budgeted
    • The two-sentence intro that got a meeting with a large Australian company agreed within hours
    • "AI alerts are 9 times more chatty": the one soundbite that made David stop a startup mid-pitch
    • The three Cs of trust, and why swapping the A team for the B team after the contract is the mistake CISOs remember
    • What David wishes CIOs understood about security, including the HSBC mobile banking story

    About the guest

    David Gee spent around twenty years as a CIO, including at Eli Lilly, before deliberately moving into the CISO chair at HSBC Asia Pacific. He now sits on boards, advises a small number of startups, and has written three books, the latest being How to Sell to the CIO and CISO.

    Notable quotes

    • "The CFO's telling you, hey, stop buying new crap from new vendors. Can you just use the vendors we have?"
    • "The strategy that's been written down and being executed often is too late."
    • "I can't just spam them because you asked me to. That would be going against my book."

    Chapters

    00:00 Why a CISO wrote a book for salespeople

    10:39 Guarding the network, and getting in before the budget exists

    13:05 What a CISO actually wants from a first meeting

    17:29 Building trust: the three Cs

    21:28 Selling change, and why procurement slows it down

    23:10 How a CISO's career stage changes what they'll buy

    26:50 The CIO and CISO tension, and the HSBC story

    30:25 Turning the CFO into an ally

    33:45 Startups, one in, one out, and AI

    39:41 Where vendors fit after the sale

    41:10 What to bring to the CISO meeting

    46:39 Overrated or underrated

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    46 min
  8. Why This CISO Buys From Cyber Startups First - Zach Lewis, CISO @ University of Health Sciences and Pharmacy

    Show notes

    Zach Lewis runs IT and security at a university on a tight budget, and when he needs a problem fixed, he goes looking in the startup community. He's been a sub-10 customer at Concentric AI, a very early customer at Island, a design partner for Jazz DLP, and he ran an email security product from a barely-out-of-stealth startup for four years. He explains what he gets for buying early, what he needs to see before he'll take the bet, and why your LinkedIn message almost certainly isn't how you'll reach him.

    In this episode

    • Why a four-year run with a sub-10 email security startup turned Zach into a repeat startup buyer
    • The trade he makes for being early: lower pricing locked in for three or five years, and features built in weeks
    • What he watches during a design partnership: the whole problem solved, the team growing, the product moving fast
    • How his DSPM vendor ended up working like a remote member of his team
    • Why nobody inside the university pushed back on buying from startups
    • 10 to 20 LinkedIn pitches a day, three replies in seven years, one purchase, and where he finds new vendors instead
    • How a deal actually gets funded in a July-to-June budget, and why something usually gets switched off first
    • Why two out of three startups he sees are pitching shadow AI, and why he covered it with tools he already had

    About the guest

    Zach Lewis is CIO and CISO at the University of Health Sciences and Pharmacy in St. Louis, a Venture Advisor at Glilot Capital Partners, and the author of Locked Up (Wiley, 2026), the story of his university's response to a LockBit ransomware attack. He was named Non-Profit CISO of the Year in 2023.

    Notable quotes

    • "I've done a 5-year on a couple startups just because we want to lock in that low pricing."
    • "Best email security product I've ever seen."
    • "I don't think anyone even really knew they were a startup, nor did they care."

    Chapters

    • 00:00 Intro
    • 03:18 Advising at Glilot and the St. Louis "cyber mafia"
    • 07:23 What he listens for in a first startup conversation
    • 09:31 How a design partnership really works
    • 13:37 Why legacy DLP failed and what Jazz does differently
    • 16:41 His first startup bet: email security
    • 20:00 Price, multi-year lock-ins, and features in weeks
    • 21:00 How much time early-stage vendors actually take
    • 23:38 Does anyone push back on buying from startups?
    • 24:38 Sorting out AI security without adding tools
    • 28:04 "Stop messaging me on LinkedIn," and what works instead
    • 33:28 How deals close: budget cycles, sunsetting, the CFO
    • 39:09 Buying after a breach
    • 41:00 Locked Up
    • 43:31 Visionary or smoking crack

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    48 min
  9. Your First VP of Sales Didn't Fail. You Skipped a Stage. Matt Calligan @ ArmorText

    Show notes

    Cyber startups churn through heads of sales, and the usual explanation is a bad hire. Matt Calligan, Director of Growth Markets at ArmorText, argues something different. Founder-led product-market fit only proves the founder can sell, and there's a stage between that and scale that most companies skip. He calls it the Vanguard stage and lays out what has to be true before anyone hands a VP of Sales a number.

    In this episode

    • Why early cyber buyers are "buying access to the founder," not the product
    • The four lights that have to turn green before you scale: a defined motion, a non-founder who can sell it, proof at volume, and junior reps who can run it without churn
    • Why junior AEs vs. a seasoned VP is a false binary, and the personality type Matt hires for instead
    • Why your President's Club rock star is often the wrong person for the first seat
    • How ArmorText's founder-run hour-long demo became a five-minute UI walkthrough
    • What to do when your founder won't let go of the long feature demo
    • How the unicorn math of a VC fund pushes founders to skip the middle stage

    About the guest

    Matt Calligan is Director of Growth Markets at ArmorText, which builds secure out-of-band collaboration for incident response teams. He has spent two decades in enterprise sales, including co-founding Influents as VP of Sales, and has worked on ArmorText's go-to-market since 2018.

    Notable quotes

    • "If your process is still requiring the founder, then what you have is a founder and an AE in a trench coat." (tightened)
    • "This stage takes as long as it takes."
    • "Founders are always salesperson number one."

    Chapters

    • 00:06 Welcome and the spin-the-wheel game
    • 01:51 Why cyber startups go through three heads of sales
    • 05:16 What product-market fit actually proves
    • 08:57 Founders are always salesperson number one
    • 11:20 Fund math and the pressure to skip steps
    • 16:11 Why cyber's chasm is inverted
    • 18:49 The four lights of the Vanguard stage
    • 21:28 Who to hire for the first seat
    • 24:48 Do it a hundred times: hearing why the baby is ugly
    • 26:32 From a 60-minute demo to five minutes
    • 30:40 How to get the founder to let go
    • 32:52 When to stop preserving runway and floor it
    • 38:47 The reverse channel program
    • 43:35 Questions to ask before joining as a founding AE
    • 45:57 Differentiation teardown

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    54 min
  10. The Cybersecurity Sales Channel That Appeared Out of Nowhere: Scott Johnson, CEO @ Amplifyd

    Show notes

    Sales channels in cybersecurity have been the same list for years: ads, LinkedIn, cold calling, cold email, ABM, inbound. Then AI search turned up and started sending qualified, bottom-of-funnel leads straight to BDRs. Scott Johnson runs an SEO and GEO agency that works only with cybersecurity companies, and in this episode he lays out what is actually happening in that channel, why most cyber vendors are invisible or badly described inside it, and what to do about both.

    In this episode

    • Why some cyber companies are already seeing 5% of new business come from AI search, and why nobody can see it in their numbers
    • The Apollo study Scott cites: visitors from Google convert at 2.8%, visitors from AI search at 14.2%
    • The incognito test he wants every listener to run tonight, and why it will make them uncomfortable
    • Why AI has learned to skip marketing language, and what it cites instead
    • The testimonial format that works on AI: a close rate and a timeframe, not a compliment
    • Why the self-promotional listicle, a cheat code for two years, now hands visibility to your competitors
    • What to measure instead of brand mentions, and how to get attribution when the click never happens
    • Where the hype has run ahead of reality, in the words of someone selling the service

    About the guest
    Scott Johnson is the Founder and President of Amplifyed, an SEO and GEO agency working exclusively with cybersecurity and SaaS companies. He has been in SEO since 2010, ran a branding agency before this one, and Amplifyed landed at number 1,957 on the 2025 Inc. 5000.

    Notable quotes

    • "CMOs tell me, “When I go into Claude and look for our service, I see our competitors and it's driving me crazy."”
    • "AI is so thirsty for data points."
    • "If you want to feel uncomfortable, go do that. Cause you will see what AI thinks of you."

    Chapter timestamps
    01:40 Nothing in seventeen years of SEO has moved like this
    02:27 The sentence cyber CMOs open with, and the channel that came from nowhere
    04:50 What you can and cannot see about how buyers search
    07:53 The conversion numbers, and the incognito test
    10:22 Reputation, quality content, and why PR is having a moment
    12:04 Testimonials AI will actually cite
    19:29 AI slop, and the four-minute recording that replaces it
    24:29 Measuring visibility without fooling yourself
    26:49 Write the problem, not the product
    29:55 Why listicles started backfiring
    33:07 Where the hype has run ahead of the leads
    39:38 Spin the wheel: overrated or underrated

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    40 min
  11. Why Your Best Cyber Sales Rep, Not Your CRO, Drives AI Adoption: Tal Peretz CEO & Co-Founder at OnFire

    Show notes

    Most cyber companies bought the Claude or ChatGPT seats, handed them to every rep, and are now asking "now what?" Tal Peretz, co-founder and CEO of Onfire AI, has watched that play out across hundreds of mid-market and enterprise security vendors, and his answer is to stop pushing from the top. Start with your best rep and let the rest of the team chase him. Then take the same idea outside: skip the CISO, find the director who owns the budget, and make him the one who carries you up.

    In this episode

    • The three tiers of AI adoption Tal sees in cyber sales teams, and why 85 to 90 percent are stuck at "we gave it to the rep"
    • Why he starts every rollout with the A-players even though they're rarely the best AI users
    • The on-site workshop where one rep's transformed week pulled his whole region along
    • "Five by five": the agent that picks a rep's five accounts and five prospects for the week, and why each rep tweaks it
    • Why trust from the front line, not the tooling, makes or breaks an AI transformation
    • Only about 2 percent of account entries go through the CISO, so at $50M to $100M ARR the target is the director
    • Why "agentic SOC" vendors pitching the CISO are talking to the wrong person
    • How to reach out on a signal without sounding like a creeper (and why you never mention Reddit)
    • Tal's 2030 take: reps flip from 80 percent admin to 80 percent selling, and quotas go with it

    About the guest
    Tal Peretz is co-founder and CEO of Onfire AI, an AI-driven GTM platform for companies selling to technical buyers. Before Onfire he was CTO at OwnID and spent nearly seven years in Israel's Unit 8200, the last two as Head of R&D.

    Notable quotes

    • "Sales is a competition. Once you put the best reps first with the AI, everyone wants to fall in line."
    • "Probably your best reps are not the best with AI yet."
    • "If you have fifty million of ARR and you need to grow to 100 million, the CISO is not your target."
    • "Everyone goes to the CISO. So you go to that person, and no one is connecting with him."

    Chapter timestamps
    00:04 Why an 8200 alum built for salespeople, not cyber
    01:55 Spin the wheel: visionary or smoking crack
    02:51 Three tiers of AI adoption in cyber GTM
    05:24 Start with your best rep, not your CRO
    08:15 The five by five use case
    11:09 Scoring your whole TAM off five years of closed-won
    16:39 The three barriers to agentic GTM (and the one that matters)
    21:16 Quality beats volume: the A/B test with people
    26:46 Only 2 percent get in through the CISO
    30:59 The SOC example: hundreds of vendors, one buyer
    32:40 Where the real signals live: Reddit, Discord, GitHub
    38:11 How to reach out on a signal without being a creeper
    41:34 What Onfire is building next
    43:41 Visionary or smoking crack: the reveal

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    46 min
  12. The homework that turns technical pain into business value for cybersecurity sellers - Mark van Oppen, CRO @ SecureAuth

    Show notes

    Mark van Oppen is 90 days into the CRO seat at SecureAuth, after four years selling a developer-led product at FusionAuth. He walks through the pre-call research he wants reps doing to connect technical pain to a business number, and why he tells them to be careful about showing it too early. He also covers his three hiring filters, what a muted seller says to a buyer, and what he's doing with the rep at 200 percent of goal who automated his own follow-up.

    In this episode

    • Why Mark calls identity a non-optional problem, and what "critical path" changes about the sale
    • The step-by-step model for turning an earnings report into a cost per minute and a headcount number
    • Why he tells reps not to present that model to a customer straight away
    • How he runs the technical-pain-to-dollars conversation inside a one-on-one deal review
    • Why "I'm not technical" and "let me bring in my engineer" are career-limiting in this category
    • The alley-oop between AE and SE, and what twenty minutes on mute tells a buyer
    • Energy, excellence, experience: his three hiring filters, in that order, and why experience comes last
    • What he's doing with a rep at 200 percent of goal who built his own Claude workflow

    About the guest: Mark van Oppen is Chief Revenue Officer at SecureAuth, which he joined in 2026. He was previously VP of Sales and then CRO at FusionAuth, and before that held go-to-market roles across Blue Box, IBM, Heptio and VMware.

    Notable quotes

    • "I refer to identity as a non-optional problem."
    • "You're not going to be right, but you're going to be in the right ballpark."
    • "It should not be the seller goes on mute and disappears for 20 minutes."

    Chapters (approximate)

    • 00:36 — Ninety days in, and how the SecureAuth motion differs from developer-led
    • 04:04 — Identity as a non-optional problem
    • 10:28 — The cost-per-minute homework
    • 13:24 — Coaching it inside deal reviews
    • 19:09 — Empathy for goalposts that moved
    • 23:30 — The AE and SE alley-oop
    • 25:42 — Energy, excellence, experience
    • 32:31 — The rep who automated his own follow-up
    • 38:08 — The next 90 days

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    39 min
  13. Powerful Storytelling When AI Flattens Cybersecurity Marketing - Brian Reed, CMO @ Corsha

    Show notes

    AI made it cheap to produce content, and now every cybersecurity vendor sounds the same. Brian Reed, CMO at Corsha, argues the answer to that sameness isn't more AI, it's the human layer: real stories, congruent brand moves, and community. He gets specific on how to use AI as a story partner rather than a content mill, why your customer is the hero of every story, and how to stand out in a market of 4,000 vendors.

    In this episode:

    • Why AI content creates "mass sameness," and where humans still create meaning
    • The golden triangle: AI as content assistant and community as the source of real stories
    • Why your customer is the hero of the story, never your product, your rep, or your company
    • The business-card test for a company story simple enough that every employee can tell it
    • How to open a sales conversation with a 30-second customer story instead of an agenda slide
    • Using AI to find patterns, sharpen, and retitle stories, plus building "persona" agents like his crusty OT engineer
    • Where the line sits between a memorable brand moment and a forgettable gimmick (Wiz vs the puppies)
    • The three kinds of community, why "build your own" is hardest, and why community is never lead gen

    About the guest: Brian Reed is CMO at Corsha, working in industrial and OT cybersecurity. His background runs from database middleware and data warehousing in the 90s through application security and the DevOps / DevSecOps movement, including helping build the All Day DevOps community, and he writes regularly on AI and storytelling.

    Notable quotes:

    • "The tide raises all boats, but they're all drowning in content, and it all sounds the same."
    • "Your product's not the hero, your sales rep isn't the hero, your company isn't the hero. The hero is the people."
    • "Community is never, ever about lead gen. It's brand building and giving to get."

    Chapters (approximate):

    • 00:58 — The ugly underbelly of AI content: sameness
    • 04:41 — Who the hero of the story really is
    • 07:13 — The business-card test and "us and them"
    • 13:13 — Using AI as a story partner, and the crusty OT agent
    • 19:05 — Standing out vs gimmicks: Wiz, Island, and the puppies
    • 27:53 — The coffee truck, and de-risking bold bets
    • 33:16 — The three kinds of community
    • 37:05 — Why community is never lead gen

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    41 min
  14. AI-First Selling Is the Future of Cybersecurity Sales - Patrick Dillon CRO @ Nudge Security

    Show notes

    Patrick Dillon, three months into the CRO seat at Nudge Security, joins Andrew to talk about what "AI-first" actually means when everyone at RSA has slapped AI on the booth. The conversation runs from product (AI-native vs. bolted-on, and the shadow AI hiding inside companies) to the go-to-market side: how he's rebuilding the team around technology, process, and people, in that order, and who he'll hire to run it.

    In this episode:

    • Why companies without a deep AI strategy could be "zombie companies" that don't know it yet
    • The difference between AI-native, AI-first, and just connecting an LLM to your old stack
    • How one prospect thought they ran 2,000 apps and actually ran 5,300
    • Why the buyers now include CFOs, compliance, and corporate counsel, not just security
    • Flipping "people, process, technology" to "technology, process, people" for an AI-first GTM
    • Why AI replaces reps who won't use AI, not salespeople as a whole
    • How Patrick screens candidates for want-to, including whether they used AI to prep for the interview
    • Why buyers now demand in one to three months what used to be a twelve-month roadmap promise

    About the guest:
    Patrick Dillon is CRO at Nudge Security. He and Andrew first spoke on the podcast at RSA 2025, when Patrick was launching a channel program at Airlock. Nudge closed its Series A last November.

    Notable quotes:
    "You can't secure, you can't govern what you can't see."
    "The call is literally coming from inside your house."
    "It's not a skill thing or an age thing. It's really a want-to thing."

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    45 min
  15. How Cybersecurity Buyers Are Influenced by Marketing: The Surprising Truth About CISO Buying Decisions and Where Your Cybersecurity GTM Spend is Wasted - Emily Matthews Principal NOLA Marketing

    Show notes

    Emily Matthews, founder and principal of NOLA Marketing, partnered with the Ponemon Institute to ask CISOs directly how vendor marketing influences their buying decisions. The resulting State of Cybersecurity Marketing Influence Report 2026 holds some surprises: webinars beat CISO dinners, hands-on workshops build the peer references buyers trust most, and the first visitor to your website is increasingly a machine.

    In this episode:

    • The top two CISO complaints about cyber marketing: it differs from product reality, and it's too high-level. Emily's fix starts with coffee-walk conversations with your engineers.
    • Why 44% of security leaders ranked webinars the most valuable event format, while peer roundtables and CISO dinners came last.
    • Why hands-on workshops should always be free: "You should be paying them, not them paying you."
    • How workshops become "investments in peer influence," the #1 credibility source in the research.
    • The shift to answer engines: Bain's 80% zero-click prediction and how to make your website a better "buffet for LLMs."
    • Emily's case study method: start with your selling points, validate them in the customer's voice, and pack the piece with reusable quotes.
    • Why buyers rely on analysts less than they used to, and what fills the gap for the ~3,700 vendors outside the magic quadrants.
    • Her advice for marketers coming from outside tech: keep asking why. "Fast is not an answer."

    About the guest: Emily Matthews is the founder and principal of NOLA Marketing. A history and English major who started in mainframe system software, she has spent her career in technical product marketing and previously worked with the Ponemon Institute on the original Cost of a Data Breach report.

    Notable quotes:

    • "You should be paying them, not them paying you."
    • "If it sounds like BS to us, it's probably going to smell bad to them too."
    • "If you make up a case study, it sounds made up. Interview someone. Because it's real, it comes across."

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    40 min
  16. Winning Cybersecurity Sales Strategies: Insights from a Former Buyer Turned Seller on CISO Engagement - Chris Camacho, Co-founder & COO at Abstract

    Show notes

    Are you struggling to capture the attention of Chief Information Security Officers (CISOs) in a saturated cybersecurity market? Join us in this enlightening episode of The Cyber Go-To-Market Talk podcast for cybersecurity sales and marketing teams, where we unpack the secrets to effective cyber security sales strategies that can elevate your approach and drive revenue growth.

    Host Andrew Monaghan sits down with Chris Camacho, co-founder and COO of Abstract Security, who brings a wealth of experience from his previous roles as a buyer at financial services companies. Chris shares invaluable insights into the shifting dynamics of selling cybersecurity solutions, particularly to Fortune 500 companies. He emphasizes the critical need for cyber sales teams to either reduce current spending or replace existing vendors to gain traction, making a strong first impression that resonates with decision-makers.

    This episode dives deep into Chris's unique journey from being a buyer of cybersecurity products to becoming a builder and seller, offering listeners a rare perspective on what works and what doesn’t in the realm of cyber security sales. With around 3,900 vendors vying for attention in the cybersecurity space, standing out is no easy feat. Chris discusses the challenges of differentiation and the evolving role of AI in both sales and product development, providing actionable insights that can help your team navigate these complexities.

    Building and maintaining relationships is key in the cybersecurity landscape, and Chris stresses the importance of leveraging networks effectively to understand clients' specific needs. By creating tailored solutions that demonstrate clear ROI, sales teams can not only meet but exceed client expectations. Listeners will walk away with practical takeaways on sales onboarding, sales coaching, and metrics that matter in insurance, all aimed at accelerating growth in a rapidly changing environment.

    This episode is packed with cybersecurity marketing insights and go to market strategies for anyone involved in cyber security sales. Whether you're part of a startup or an established company, the lessons shared here will empower you to grow sales and enhance team management capabilities. Tune in to The Cyber Go-To-Market Talk podcast for cybersecurity sales and marketing teams and discover how to navigate team challenges while building trust and scaling sales teams effectively. Don’t miss out on this opportunity to get better at marketing and drive predictable revenue growth!

    About the guest: Chris Camacho spent around ten years on the buy side in financial services, an early adopter of vendors like Crowdstrike and Flashpoint, before crossing over to build and sell security products. He is co-founder and COO of Abstract.

    Chapters:

    • 00:51 — Crossing from the buy side to the "dark side"
    • 02:55 — Why he bought CrowdStrike and Flashpoint early
    • 11:45 — A market with thousands of vendors, and the spend arms race
    • 15:33 — Three ways to fill a regional CISO event
    • 18:23 — Relationships, Ninja Jobs, and meeting his co-founder
    • 22:20 — What he interviews for (and what he doesn't)
    • 26:22 — When an AI lab lands in your category
    • 29:59 — What CISOs are telling him about AI
    • 32:22 — Reduce or replace: the way in now
    • 34:17 — AI for sellers, and his 17-year-old BDR

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    40 min
  17. Revenue leadership in stealth mode: building sales before the market (or product) is ready - Rob Witmer, VP Sales at Onyx Security

    Show notes

    Most people think revenue leadership begins after product-market fit. Rob Witmer joined Onyx Security before there was a finished product, before the company emerged from stealth, and before the market fully understood the problem they were solving.

    In this episode, Rob shares what revenue leadership looks like when you're employee number 11 and the first go-to-market hire. We unpack how he approached the first 30, 60, and 90 days, why experienced sales leaders can create leverage long before a company reaches its first million dollars in revenue, and how close alignment between product and go-to-market execution accelerated Onyx's growth.

    Rob explains how the team validated market demand for AI-agent security, how they handled customer objections when the category was still emerging, and why transparency became a competitive advantage when selling as an early-stage company. He also shares the characteristics he looks for when hiring early-stage sellers, why recruiting is one of the most important responsibilities in revenue leadership, and how speed and low-friction execution became core principles inside Onyx.

    The conversation also explores the realities of scaling a cybersecurity company in a rapidly changing market, the influence of Israeli startup culture on execution speed, and why outcomes matter more than features when communicating value to customers.

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    About the guest: Rob Witmer is in his 26th year in software, roughly 20 of them as an individual contributor before moving into leadership. He was Onyx Security's first go-to-market hire, joining as employee 11 while the company was still in stealth.

    Notable quotes:

    • "I was the first BDR, the first sales rep, the first operations guy, I was the first product manager."
    • "Microsoft did more for AI agents than anyone else out there."
    • "We want to be known as the easiest company to do business with."

    Chapters (approx.):

    • 00:00 — Joining Onyx as employee 11
    • 03:31 — Why early CISO reactions were humbling
    • 07:07 — How Microsoft flipped the agent market
    • 16:33 — Why hire an experienced sales leader this early
    • 22:44 — The three traits to look for
    • 28:49 — Differentiating in the noisiest market
    • 35:14 — Tim Youngblood and the people process

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    36 min
  18. The Power of Network Effect in Cyber Sales - Jarrett Benavidez SVP NA Sales Lumu Technologies

    Show notes

    Are you facing the challenge of breaking into a new vertical with no prior experience? Wondering how to accelerate credibility and revenue in unfamiliar markets? Curious about how effective networking can create exponential sales opportunities in cybersecurity? This episode tackles these questions by unpacking hands-on strategies for rapid market entry and leveraging the power of the network effect.

    In this conversation we discuss

    👉 Navigating and mapping new industry ecosystems for accelerated sales growth
    👉 Transforming small initial deals into major multi-account wins through strategic networking
    👉 Building authentic, mutually beneficial reference and networking strategies that drive brand advocacy

    About our guest

    Jarrett Benavidez is the SVP of North America Sales at Lumu Technologies, a veteran in cyber sales since 1999. With leadership experience at Trustwave, BeyondTrust, and CloudKnox, Jarrett specializes in opening new markets and building high-impact sales teams.

    Summary

    The conversation focused on how a deliberate ecosystem approach, purposeful networking, and delivering real value can help sales teams break into new markets and unlock significant revenue growth. Tune in for actionable insights and proven tactics from a cybersecurity sales leader—listen now to learn how you can successfully accelerate your go-to-market efforts.

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    38 min
  19. Slashing sales cycles: How shorter discovery calls boosted Xona’s revenue and sped up the sales cycle- John Chiappetta, CRO, Xona

    Show notes

    Are your discovery calls turning into data dumps that stall deals instead of moving them forward? Frustrated by sales cycles that take forever to close, or feel like discounting is your only lever at the finish line? Looking for actionable strategies to help your team become both faster and more effective in closing cybersecurity deals? This episode brings you proven frameworks from a leader who faced (and fixed) these very challenges.

    In this conversation we discuss

    👉 Compressing lengthy sales cycles by restructuring discovery approaches
    👉 Motivating and aligning sales teams for aggressive growth
    👉 Leveraging AI and tools to enhance call coaching, follow-ups, and pipeline management

    About our guest

    John Chiappetta is the Chief Revenue Officer (CRO) at Xona, having joined as Head of North America Sales before recently earning his promotion. With firsthand experience scaling OT at cybersecurity startups, he brings insights into transforming sales effectiveness and team performance.

    Summary

    Listen in as John shares how he shortened discovery calls for better engagement, eliminated discounting as the only closing tool, and led his sales team to significant growth. If you want to transform your cyber sales results, this episode is packed with actionable takeaways—tune in now!

    Connect with John on LinkedIn, learn more about Zona Systems, or book a meeting with Andrew Monaghan to accelerate your sales success.

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

    Follow me on LinkedIn for regular posts about growing your cybersecurity startup
    Want to grow your revenue faster? Check out my cybersecurity sales consulting and training
    Need ideas about how to grow your pipeline? Sign up for my newsletter.

    45 min
  20. Why “Cyber Is Broken”, And Building Trust in an AI World - Karl Van den Bergh CMO Illumio

    Show notes

    Ever feel like your cybersecurity marketing just isn’t landing with CISOs? Wondering why, despite tons of spending, cybercrime is still on the rise? Or maybe you’re looking for real ways to build trust and stand out in a crowded, AI-fueled marketplace? This episode dives straight into those questions, with honest takes and actionable ideas you can start using today.

    In this conversation we discuss:
    👉 How fast-changing tech, and especially AI, is making go-to-market harder and more complex
    👉 Why the cybersecurity industry keeps repeating old mistakes and what actually needs to change
    👉 Tips for standing out, building trust, and having real conversations with skeptical buyers

    About our guest
    Karl Van den Bergh is the CMO at Illumio, with previous CMO gigs at Gigamon and DataStax. He’s got a super varied background (not your standard career marketer) and brings a fresh, global perspective to tackling tough industry challenges. And he is also the 2024 Cybersecurity Marketer of the Year!

    Summary
    You’ll hear why Karl Van den Bergh believes “cyber is broken,” what back-to-basics marketing really looks like, and how authenticity can cut through the noise and spark real sales conversations. Give this episode a listen—you’ll walk away with new ideas you can use right away!

    Links & Resources:

    • Karl Van den Bergh on LinkedIn
    • Illumio website
    • Book a 30-minute chat with Andrew Monaghan

    Support the show

    The Cyber Go-To-Market Talk is the show for cybersecurity sales leaders, founders, CROs, and go-to-market operators looking to improve cyber sales performance and build more predictable revenue growth. Hosted by Andrew Monaghan, founder of Unstoppable.do, covering cyber sales leadership, revenue leadership, sales onboarding, forecasting, pipeline generation, and cybersecurity go-to-market execution.

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    29 min