Podcast

The Carpool Guys

Comedy, Judaism, Religion & Spirituality

The Carpool Guys Podcast is where three real Jewish dads- Asher Dworetsky, Jon Ackerman, and Dave "From Flatbush" Tannenbaum, buckle up for unfiltered conversations about fatherhood, marriage, midlife, and the beautiful chaos of raising a family in the Jewish community today.

These guys have made mistakes, learned lessons the hard way, and have just enough life experience to give out their not so expert advice. From career crossroads to screen time battles, from Shabbos table debates to parenting fails, from Israel and what it means to us as Jews to the everyday moments that make you laugh, cry, and question every decision you've ever made... The Carpool Guys go there.

Whether you're married or single, a parent or a kid who still needs one, navigating life or just trying to figure it all out... this is your podcast. Humor, heart, and meaning, every other week. No filter. No script. Just real talk from three guys who are very much still figuring it out too.

Buckle up. New episodes every other week on Apple Podcasts, Spotify, YouTube, Amazon, or wherever you get your podcasts!

Episodes
35
Releases
Every two weeks
Typical length
53 min
On air since
2025
Latest episode
1 week ago

Episodes

35 episodes, newest first

  1. Jewish Dating, AI, and Gut Instinct: How "Dating By Dani" is Changing the Game in NYC

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    Jon, Asher, and Dave are finally back together, and Dave kicks things off with a story that proves he is a magnet for the unexpected. Asher raises a question that hits close to home for anyone who has heard a rabbi or therapist share a “someone told me” story on a podcast: where is the line? Then the conversation turns serious as the guys talk about the attack on their local shul, how it feels to see it barely covered in the news, and the very real conversations about safety, community, and Aliyah that follow in a Jewish family’s home. Jon also shares highlights from keynoting a Yachad Leadership Shabbaton, where listeners kept coming up to ask, “Wait, you’re the guy from the podcast?”

    Then it’s time for the guest. Dani Samet is a New York City young professional, a longtime friend of Jon’s, and a former NCSY advisor. This past spring she threw an idea out at a Shabbos table: a database of Jewish singles she could personally match up. The table said do it, and Dating by Dani was born. Today it has nearly 300 profiles, a Google form that feeds into an AI tool that suggests matches, and a human matchmaker with good instincts making the final call. Dani breaks down how the process works, why people trust a personal vouch more than an algorithm, her “three strikes and you’re out for a month” rule for people who reject too quickly, and the biggest lesson she has learned so far about Aliyah as a deal breaker. She also shares how an Instagram story strategy brought 80,000 views in 30 days, how she has already made dozens of matches, and what is coming next.

    It all comes back to a message that Jon talks about often: if you see a need, start small and just do it. If you only make one match, that’s a success.

    Plus: the craziest story the show has ever told, trolling the trolls, a surprising number of radio contest wins, and a middle child club that keeps growing.

    Question of the Week: What contest would you most want to win?

    Want to connect with Dani? Find Dating by Dani on Instagram @datingbydani and send her a message.

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    Please rate and review The Carpool Guys on Apple Podcasts. It helps more people find us, and we promise to keep reading the comments, even the ones that are trolls.

    ⏱️ Chapters with Timestamps

    0:00 Welcome Back

    1:42 Dave’s Avenue M Story: “You Look Like You Ate Six Children”

    5:08 Should Therapists and Rabbis Share Stories on Podcasts?

    7:06 The Attack on Our Shul: Safety, Media Coverage, and Aliyah Conversations

    13:13 Jon’s Yachad Leadership Shabbaton and the Craziest Story We’ve Ever Told

    19:11 Trolling the Trolls: Hate Comments and the Algorithm

    20:54 Meet Dani Samet: How Dating by Dani Started at a Shabbos Table

    25:05 AI Plus Gut Instinct: How the Matches Actually Happen

    37:09 Three Strikes, Dozens of Matches, and What Dani Learned About Aliyah

    49:10 Question of the Week: What Contest Would You Want to Win?

    Please rate and review The Carpool Guys!

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    1 hr 2 min
  2. The Drive By: Embrace the "No Picture" sticker!

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    Jon went to a Nefesh B’Nefesh Aliyah event on Sunday and made one fatal mistake: he skipped the “No Picture” sticker. A very close up photo of him, slightly spaced out, ended up front and center on their Instagram, and now everyone he has ever known wants to know if he is making Aliyah.

    In this quick Drive By, Jon shares what happens when your family is quietly researching a move to Israel and the whole world finds out from one photo. It is funny, a little creepy, and a good reminder to go in with a plan.

    Where are you on Aliyah? What are your Aliyah anxieties? Have you ever been caught in a photo you did not plan on? We would love to hear from you. Email carpoolguyspod@gmail.com or join our WhatsApp community.

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    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

    Follow us on Instagram @carpoolguyspod

    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    3 min
  3. October 7th, Three Years Later: Stories of Hope, Unity, and Showing Up

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    Three years after October 7th, Jon, Asher, and Dave set aside the usual format to commemorate the day with personal reflections and two interviews about hope, courage, and Jewish unity.

    The episode opens with the hosts sharing where they were on October 7th, 2023. Dave remembers getting the news in fragments from the security guards outside shul and deciding whether to go ahead with a scheduled community program. Jon recalls the next morning in shul, when an accidental alarm sent a room of parents and children to the floor and made the distance to Israel feel very short. Asher describes waiting for information with family in Israel, including parents who had made Aliyah only weeks earlier. Dave also reflects on a chesed mission to Israel, where he visited soldiers in hospitals and saw the unity of the Jewish people up close.

    Sam Kramer is a longtime friend of the show and a former West Hempstead resident who made Aliyah and now lives in Ramat Beit Shemesh. On the night after October 7th, she helped start a WhatsApp group to share positive and hopeful stories. It grew into Israel Good News Only, now about 30,000 members across 26 WhatsApp communities, with a newsletter as well. Sam shares how the group began, why membership grows on the hardest days, her view on the media's portrayal of division in Israel, and how the work deepened her love for the Jewish people. She closes with a charge for listeners: look at what you already have to give, and use it.

    Rabbi Ben Menorah made Aliyah as a child, served in the IDF, and became a campus rabbi at Binghamton University with his wife Ellie. He tells the story of October 7th on Simchat Torah weekend in Binghamton, the decision to fly to Israel, and rejoining his reserve unit on the northern border. He speaks candidly about the first nights waiting for an attack, the weight of leaving his family and community, the toll of the war on soldiers, and the loss of friends and neighbors. He also shares why he believes the answer for the future is Ahavat Yisrael, and recommends Nivut, an organization that supports lone soldiers and veterans.

    The episode closes with the Question of the Week: How has October 7th changed you? Each host shares an honest answer, and we invite you to share yours.

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    Please rate and review The Carpool Guys on Apple Podcasts. It helps more people find these conversations.

    Chapters with Timestamps

    2:17 Dave's Memories: News Through the Security Guards

    13:13 Introducing the Two Interviews

    14:30 Sam Kramer Joins the Conversation

    15:01 How Israel Good News Only Began and Grew to 30,000 Members

    19:11 A Recent Miracle in Israel and What It Reflects About the Country

    25:50 The Stories Behind the Group: Miracles, Unity, and Soldiers Coming Home

    39:36 Sam's Charge: Use What You Have to Give

    44:32 Rabbi Ben Menorah Joins the Conversation

    47:08 October 7th on Simchat Torah Weekend in Binghamton

    51:59 Flying Back to Israel and Rejoining His Unit

    55:08 A Community That Showed Up With Support

    1:02:05 Walking to Shul Past the Homes of the Fallen

    1:03:43 Reflections on the Beeper Operation

    1:05:12 Looking Forward: Strengthening Ahavat Yisrael

    1:08:08 Supporting Lone Soldiers and Veterans Through Nivut

    1:10:40 Question of the Week: How Has October 7th Changed You?

    ------

    Don’t wait another day to join the Israel Good News Only WhatsApp https://chat.whatsapp.com/G04PSmfxeqtIyH1xgiUiXK?mode=gi_t

    Or Follow IGNO on Instagram: Instagram.com/israelgoodnewsonly

    Or grab the newsletter in your email inbox. Every other week, a summary and highlights, no overwhelm: Subscribe here 👉🏻 www.IGNO.kit.com

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

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    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    1 hr 15 min
  4. The Drive By: Dave's Top 5 Places to Live- Houses and Sukkah's Not Included!

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    Chag Samayach Everyone! Dave from Flatbush counts down his top 5 Non House or Sukkah places to live... and there are some... takes. Agree? Disagree? email us at carpoolguyspod@gmail.com and we'll discuss in an upcoming episode!

    Please rate and review The Carpool Guys!

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    3 min
  5. Music, Melodies & Memories: Getting Into the Yamim Noraim (High Holidays) Mindset

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    As the High Holidays approach, Jon, Asher, and Dave slow down for a more reflective conversation, though not without the usual chaos first. Asher recaps a passive-aggressive flag football sideline standoff (WhatsApp texts only, naturally), the ongoing Tisha B'Av beach chair debate, and a genuinely great bit about Dave's new "I Already Davened" personalized shirt, born from Dave's guilt about being seen walking past shul during Mincha without going in.

    Happy birthday shoutouts go out to Asher's daughter Ayelet and Dave's daughter Tzivi, both born the same week, with a sweet story about Tzivi getting her whole class hooked on the podcast without even telling them her dad was one of the hosts.

    Then the conversation turns toward the season itself. The guys share the chazanim who live permanently in their heads during the Yamim Noraim, from childhood cantors and grandfathers to the ongoing Menachem Brick versus Yossi Brick debate. They get into a genuinely funny and surprisingly heated ranking of holiday niggunim (Machnisei Rachamim is controversial, "the good Chamol" is sacred, and there is exactly one correct opinion on all of it), plus their personal pre-Yamim Noraim rituals: mikvah trips, shofar traditions passed down from grandfathers, and Asher's streak of listening to Rabbi Fran's Erev Yom Kippur drasha.

    The tone shifts into something more personal as each of the guys shares an honest resolution for the new year, from increasing Torah learning and davening for others by name, to simply reaching out more to the people they love. It's funny, it's real, and it closes out the way this show does best: humor and heart in the same breath.

    Plus: the great Slichos start-time debate (does 9pm count?), the Announcer's Test performed in full from memory, and a genuinely moving reflection on what Rosh Hashana and Yom Kippur mean across the Jewish people.

    We want to hear from you: what has been your favorite part of this season? Reach out and let us know, and while you're at it, reach out to someone else too.

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    ⏱️ Chapters with Timestamps

    0:22 — Welcome Back From Vacation (Sort Of)

    1:46 — The Flag Football Sideline Standoff

    7:36 — Happy Birthday Ayelet Dworetsky

    7:46 — Happy Birthday Tzivi Tannenbaum, Secret Podcast Recruiter

    17:23 — The "I Already Davened" Shirt Origin Story

    20:32 — Setting the Scene: Heading Into the Yamim Noraim

    21:38 — The Chazanim Who Live in Your Head: Grandfathers and Childhood Shuls

    33:53 — Pre-Season Rituals

    42:38 — New Year's Resolutions

    50:16 — The Big Question: Is This Season Joyful, Scary, or Both?

    59:51 — Question of the Week!

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

    Follow us on Instagram @carpoolguyspod

    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    1 hr 7 min
  6. The Drive By: Dave recaps his vaca… but don’t tell his doc about…

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    Dave from Flatbush is. Ack to defend his vacation pet peeves, but what doesn’t he want his doc to know? It’s the Drive By!!!

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

    Follow us on Instagram @carpoolguyspod

    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    2 min
  7. The Drive By: Asher’s Vacation Pet Peeves Update! "Dave Was Right!!!"

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    Asher addresses his vacation pet peeves from last episode. Did they play out as he expected? Was Dave more right than we all thought? Find the answers here on this short Drive By update episode!

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

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    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    3 min
  8. Vacation Pet Peeves That DRIVE Us Crazy!

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    Vacation Pet Peeves That Drive Us Crazy

    Special episode alert: Asher is joined in-studio by his son Gavi! Before getting into the main event, the guys catch up on end-of-summer chaos: Dave's house felt eerily quiet with his family away at Camp Kaylie for the month (he may or may not have kept score during ESPN Jeopardy), and he surprised his daughters with a fully renovated shared bedroom, split into two separate rooms, managed top to bottom by friend of the show Tzvi Goldgrab while the family was away. Asher is off to Niagara Falls for the family's first real road trip, with a Shabbos stop in Monroe along the way.

    Then it's time for the main event: an ode to the beloved School of Mock podcast, done mock-draft style. Jon, Dave, and Asher each draft their top vacation pet peeves, and the results are equal parts hilarious and painfully relatable. Kids throwing up in the car. The mysterious ten-minutes-before-you-get-home meltdown. Vacations that are somehow busier than real life. Kids who refuse to carry a single bag into the house. Resort fees. And a uniquely Jewish entry: the vacation Mincha guy who insists everyone daven together, whether you want to or not.

    Plus: Dave's unexpected Buddhist monk era, an incident involving an unbuttoned shirt at a bar mitzvah, Asher's stance on GPS-checking Mincha compass guys, and Jon's surprisingly controversial pet peeve about anticipating the school year a little too much.

    Question of the Week: What are you most looking forward to as summer winds down?

    📩 Email us your own vacation pet peeves at carpoolguyspod@gmail.com, or better yet, join the WhatsApp community and tell us there.

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    0:30 — Welcome Back, Featuring Special Guest Gavi

    1:35 — Happy Birthday, Jon!

    3:10 — Round the Horn: Dave's Quiet House While the Family Was at Camp Kaylie

    8:26 — Jon's Pet Peeve Preview: School Supply Season

    18:45 — The Fake Potty and the Portable Toilet Debate

    19:54 — Intro to the Vacation Pet Peeve Mock Draft, Ode to School of Mock

    21:16 — Draft Order Set: Jon Leads Off for His Birthday

    55:56 — Question of the Week: What Are You Most Looking Forward To?

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

    Follow us on Instagram @carpoolguyspod

    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    58 min
  9. The Drive By: What's Your Take on Camp Tipping?

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    The Drive By: What's Your Take on Camp Tipping?

    Camp season is winding down, which means one thing: it's tipping season. In this Drive By, Jon and Asher tackle one of the most debated end-of-summer questions in the Jewish community: what is the right way to tip camp counselors?

    Asher, who works in camp himself, makes the case for consistent, thoughtful tipping. Counselors are the surrogate parents for your kids all summer long, and undertipping as a statement isn't just cheap, it's genuinely insulting. Jon pushes back on the scale of it, noting that some sleepaway camps hand parents a list of 50 different staff members to tip, turning a gesture of gratitude into an overwhelming financial obligation on top of an already expensive tuition.

    The conversation moves into the real debate: pooled tips versus individual tips. Should camps collect everyone's tips and distribute them evenly, or should counselors get exactly what their specific families give them? Jon floats an alternative: a flat salary with a merit-based bonus at the end of the summer, removing tipping from the equation entirely. Asher shares a genuinely painful story about a camper who spent all summer promising a $100 tip from his famous musician father, only for it to never materialize.

    This one is homework for the listeners. What is the right camp tipping policy? Pooled? Individual? Salary plus bonus? The guys want your take.

    📩 Email your answer to carpoolguyspod@gmail.com or join the WhatsApp group! There are prizes!!!

    🎙️ Rate and review The Carpool Guys on Apple Podcasts and Spotify!

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    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

    Follow us on Instagram @carpoolguyspod

    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    8 min
  10. Tech Trouble, Dave Goes Viral, School Nurses Are Too Powerful, And WiFiless Fun!

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    Tech Trouble Can't Stop Us

    Twelve tries. That is not an exaggeration. This episode nearly did not happen at all, with mic failures, internet outages, and enough technical chaos to make the guys question whether the pod was cursed. But true to form, nothing stops The Carpool Guys, not even the internet itself apparently breaking on them mid-record.

    Jon opens with a wild vacation story: his first trip away with his wife in 18 years of marriage, interrupted by a 2am call that a tree had fallen through their roof mid-storm, flooding the house while they were away. Thankfully his in-laws and a roofing company with an unbeatable name saved the day. He also recounts a cliff jump into a pool that Dave and Asher are determined to make sound far less heroic than Jon remembers it.

    Then Dave tells one of the wildest stories this show has ever aired: a golf outing where a friend sliced a ball so badly it hit a groundskeeper in the head, followed days later by Dave going viral after calling into WFAN and discovering the trivia question being discussed on air was about him, from a contest 19 years ago. The math on that coincidence alone is worth the listen.

    Asher brings a genuinely relatable rant about school and camp nurses over-diagnosing kids to get them out of the office, sparking a real debate about where the line is between caution and convenience. Plus a full and extremely honest conversation about backwash, kids' germs, drinking from their water bottles, and where everyone draws their personal hygiene line.

    Also in this episode: a Hatzalah call mistaken for a celebrity motorcade, palate expander pill struggles, suppository home remedies from a father in law who was a pharmacist, an unfortunate Shabbos bathroom emergency involving a clogged toilet and a lucky pocket full of tissues, and the debate over whether Dave should have shouted out the podcast during his viral radio moment.

    Happy Birthday to Jon's wife Nechama. And Happy early National Middle Child Day to Asher, who considers it the most important day of the year.

    Question of the Week from Dave: It's 8pm, you have no internet, what are you doing?

    🎙️ Rate and review The Carpool Guys on Apple Podcasts. Five stars please! though on this particular episode maybe three will do.

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    0:57 — Twelve Takes In: The Craziest Tech Difficulties Ever

    1:32 — Round the Horn: Jon's Vacation and the Tree on the House

    9:28 — Dave Went Viral On WFAN Last Week!

    11:42 — The WhatsApp Poll: Would You Laugh?

    19:52 — Asher's Turn: The School Nurse Rant

    23:12 — Jon's Story: The Nurse Who Questioned His Parenting Authority

    28:23 — The Water Bottle Debate: Would You Drink From Your Kid's Bottle?

    32:05 — Dave's Suggestion Goes Too Far Too Fast

    35:50 — The Shabbos Tissue Emergency: A Clogged Toilet and a Snake Situation

    39:12 — Question of the Week: No Internet at 8pm, What Do You Do?

    41:12 — Happy Birthday Shoutout to Jon's Wife Nechama

    41:50 — National Middle Child Day: Asher's Favorite Day of the Year

    44:14 — Closing: Like, Subscribe, Join the WhatsApp Group

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

    Follow us on Instagram @carpoolguyspod

    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    45 min
  11. Shabbos Meal Ground Rules: Our Most Controversial Topic Ever! Whose Side Are You On?

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    Shabbos Ground Rules: Whose Side Are You On?

    The whole team is back together, and Dave was not going to let his absence go unnoticed. He missed the guys so much he had major FOMO from his own podcast, and he is here to make sure everyone knows it.

    The guys kick off with a proper What Are We Thinking About segment, catching up on WhatsApp group energy, a wave of positive feedback from the Imposter Syndrome episode, and a very unfortunate JetBlue saga that left Jon's 15 year old daughter stranded in LA after a canceled flight. Shout out to NCSY Give West staff for stepping up when JetBlue fumbled completely. Asher recaps a beautiful Shabbos and a truly heroic attempt at watching the World Cup finals, which he did not enjoy even a little bit and has some thoughts about.

    Then the guys get into the real topic of the night, and arguably the most important unspoken debate in Jewish community life: Shabbos meal etiquette and ground rules. What is the appropriate end time for a Shabbos meal? Is there a statute of limitations on re-inviting someone who has said no twice? Is it acceptable to drop a potluck commitment for a better offer later in the week? Can you ask to bench early because you want to take a nap? The guys poll their WhatsApp group, argue passionately, call in a wife for a live ruling, and somehow still do not fully agree by the end.

    Also in this episode: the group chat name "Tannen GONE," sponsored voice notes as a business idea, indoor soccer nostalgia, a hockey stick fight in yeshiva that ended in an awkward equipment return, the potluck versus real invitation hierarchy, and a legitimately deep question from a camper about celebrity status that Asher refuses to answer.

    Question of the Week: What level of celebrity do you think we are?

    🎙️ Rate and review The Carpool Guys on Apple Podcasts. Five stars please!

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    ⏱️ Chapters with Timestamps

    1:05 — Dave's FOMO Over Missing an Episode

    2:40 — The Voice Note Debate Continues — Dave Says He's Getting 20x More Now

    3:35 — Shout Out to the WhatsApp Group and First Raffle Winner Naftali Pfeiffer

    6:01 — Great Feedback on the Imposter Syndrome Episode

    8:03 — Dave's Month at Camp Kaylie Training the Intern Program

    11:28 — Jon's JetBlue Nightmare: Daughter Stranded in LA

    14:46 — Asher's Honest World Cup Review: The Most Boring Sport in the World

    21:50 — Main Topic: Shabbos Meal Ground Rules and Etiquette

    26:12 — The Poll Results: What's the Acceptable End Time?

    28:03 — Jon's Real Question: How Long Do You Wait to Re-Invite Someone Who Said No Twice?

    31:17 — Dave's Confession: The Fear of Being Invited Back by People You Don't Want to See

    32:42 — Asher's Devious Idea: Inviting Someone the Week of Their Simcha

    35:19 — The Potluck Downgrade Rule: Can You Drop a Potluck for a Better Offer?

    35:36 — Calling in the Wives for a Live Ruling

    38:00 — The Yeshiva Hockey Fight Story and the Awkward Stick Return

    40:47 — The Couch Sleeping Debate

    42:51 — Can You Ask to Bench Early Because You Want a Nap?

    44:10 — Question of the Week Setup: The Camper's Celebrity Question

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

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    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    55 min
  12. The Drive By: Dave feels left out... and jumps into the voice note saga

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    Dave is back, and he has some thoughts on our last episode, WhatsApp Voice Notes, and more! It’s your 2 Minute Drive By!

    Please rate and review The Carpool Guys!

    You can email us at carpoolguyspod@gmail.com

    Follow us on Instagram @carpoolguyspod

    Send us a question, a comment, birthday wish, shoutout, or anything else fun and positive, and maybe we'll feature your addition on the next episode of The Carpool Guys Podcast!

    3 min
  13. Imposter Syndrome: The Struggle is real... but am I? & How long is too long for a What's App Voice Note?

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    Imposter Syndrome: The Struggle is real... but am I?

    Dave is off at Camp Kaylie helping with their intern program, which means Jon and Asher are flying solo tonight, and somehow still managing to fill nearly an hour with conversation, tangents, and a very important child in underwear watching fireworks from a car roof.

    But before all that, Jon and Asher kick things off with a proper What Are We Thinking About segment. Asher just visited Camp Kaylie himself and cannot say enough about the staff, the Rabbeim, and the magical island they have built there. Shout out to Mommy Rachel, the first husband of Camp Kaylie, and Izzy, who not only cleaned Asher's car before he left for the summer but refused money for it and waited to open his brand new phone until after camp started. Meanwhile Jon spoke to a group of OU AI interns today, felt like the smartest person in the room for about four minutes, and then realized he was the oldest person in the room by approximately one generation.

    Which brings us to the topic of the week: Imposter Syndrome. The guys dig into what it actually feels like to walk into a room and wonder whether you belong there, at work, at a Shabbos table, in a job interview, in your own career. Jon talks about the period in his professional life when he felt stuck at the bottom rung, and how learning to podcast, of all things, unlocked something in him that changed his trajectory. Asher opens up about taking on a new leadership role without his longtime mentor as a safety net, and what it felt like to suddenly be the person everyone else was looking to for answers.

    There is also a real conversation about the difference between imposter syndrome and humility, why saying "I don't know" is actually a sign of confidence, the Dunning-Kruger curve, setting professional boundaries during long weekends, and the difference between being a team player and being a doormat.

    Plus: the word "correct" as a conversational power grab, how long is too long for a WhatsApp voice note, the era of asking permission before calling someone, Camp Kaylie visiting day survival, the chain of yelling from How I Met Your Mother, root beer floats as a spiritual experience, the grand finale that nobody can identify, and one of Asher's children watching July 4th fireworks from the roof of a car in their underwear.

    Big announcement: The Carpool Guys WhatsApp listener community is launching. Email carpoolguyspod@gmail.com to get in.

    Also coming soon: Official Carpool Guys car magnets. Yes, really.

    Question of the Week from Jon: What is your favorite part of the Fourth of July, and what is your least favorite?

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    ⏱️ Chapters with Timestamps

    0:59 — What Are We Thinking About: Asher Visits Camp Kaylie

    1:17 — Happy Birthday Izzy — Our Number One Listener

    4:57 — The Word "Correct" as a Conversational Power Grab

    8:26 — How Long Is Too Long for a WhatsApp Voice Note?

    16:30 — Announcement: The Carpool Guys WhatsApp Listener Group Is Launching

    18:39 — Jon Speaks to the OU AI Intern Program Today

    22:19 — Topic of the Week: Imposter Syndrome, the Struggle Is Real

    26:01 — Why Saying "I Don't Know" Is Actually a Sign of Confidence

    28:43 — When Early Career Overconfidence Gets in the Way of Actually Learning

    29:38 — Asher's Mentor Susan Heckler: It's the Conversation After the Conversation

    31:00 — How Learning to Podcast Unlocked Something in Jon Professionally

    38:00 — The Chain of Yelling From How I Met Your Mother and What It Has to Do With Work Culture

    40:13 — You Never Know What's Going On in Someone's Life, Even as a Therapist

    43:08 — Question of the Week Is Sponsored by Asher in Honor of Dave

    50:30 — WhatsApp Group Launch: How to Join

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    52 min
  14. The Drive By: Visiting Day 2026! Asher Makes The Trip to Camp Kaylie!

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    Asher and fam are on the way to visiting day at Camp Kaylie… and perhaps a rendezvous with Dave from Flatbush? What are your favorite visiting day customs? What about the mishaps? Send us an email with your visiting day stories and we may share them on the next episode of The Carpool Guys!

    Please rate and review The Carpool Guys!

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    2 min
  15. From Comedy to Courage: Eli Lebowicz Joins the Carpool!

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    From Comedy to Courage: Eli Lebowicz Joins the Carpool

    If you have ever wondered what it looks like when one of the funniest people in the Jewish world sits down with three dads who have absolutely no idea how to use Google Chrome, wonder no more.

    Comedian Eli Lebowicz joins Jon, Asher, and Dave for what is without question the funniest episode The Carpool Guys have ever recorded. Eli is the mind behind J Sketch, the Jewish comedy account that has produced some of the most shared and quoted content in the Orthodox world — Jewish Jeopardy, the Sium sketch, the supplies to Israel video, and dozens more. He is also one of the sharpest voices in Jewish comedy working today, using humor not just to get laughs but to make real points about Jewish identity, antisemitism, and what it means to be proud of who you are.

    But this episode is not just a comedy interview. Eli talks about how J Sketch got started, how he comes up with his Torah-based material, why he went to Israel to perform during the Iran war, and what it actually looks like to fight antisemitism with humor in 2025. There is a genuine conversation about Jewish identity and what it means to be proud of who you are — wrapped inside one of the most chaotic, hilarious, and completely unscripted hours this show has ever produced.

    Also in this episode: Dave catches a tiger shark and attends a Trevor Bauer game in the same week, the guys do a Shabbos lunch together for the first time and Jon melts the ices, missing giraffes in Virginia, Asher's mother prefers the recorded version of him, the origin of the Sota joke, a Paroh bathroom theory that may be too long but is definitely funny, Dave's colonoscopy note, the Twizzler straw debate, and the most important question of the episode — how many holes does a straw have?

    Oh, and Eli's Netflix special will be called "Remind Me After Shabbos." Mark your calendars.

    Question of the Week from Dave: What is your road trip go-to snack?

    ��️ Find Eli Lebowicz online:
    🌐 elicomedy.com
    📱 Instagram: @elicomedyagram
    🐦 Twitter/X: @EliLebowicz

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    ⏱️ Chapters with Timestamps

    0:27 — Welcome + What Are We Thinking About This Week

    6:51 — Eli Lebowicz Joins the Carpool!

    13:37 — The Secret Origin of J Sketch

    25:06 — The Evolution of Jewish Comedy: It's Not Just Stand-Up Anymore

    36:47 — The Origin of the Sota Joke: Mortal Kombat Meets the Parsha

    50:45 — Eli During the War: Comedy as a Frontline Tool

    57:35 — Upcoming Shows: Chai Lifeline Alumni, Cheese Store Singles Event, Catskills Summer

    57:53 — Five Rapid Fire Questions

    1:04:24 — Question of the Week: What Is Your Road Trip Go-To Snack?

    1:11:22 — Thank You Eli, Closing Shoutouts, and How to Find Eli Online

    Please rate and review The Carpool Guys!

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    1 hr 16 min
  16. The New York Knicks Are the 2026 World Champions!

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    Emergency Episode: The New York Knicks Are World Champions

    We interrupt our regularly scheduled programming because the New York Knicks are the 2026 NBA World Champions, and the Carpool Guys could not let that go unmarked.

    Jon, Asher, and Dave jump on for an emergency episode the morning after, and the energy is exactly what you'd expect. Asher has been a die-hard Knicks fan his entire life and is fully in his feelings. Dave, a self-described "Knicks fan since last week," brings the perspective of a Nets-Knicks-Nets-Nets fan who got swept up in the run despite himself. And Jon, a lifelong Timberwolves fan with zero skin in the game, brings the outsider's view of a city losing its mind in the best possible way.

    The guys talk about the crossing guard who stopped them on the way to shul to share the news, the shul security guards who somehow always know the score before anyone else, the WhatsApp groups that have not stopped buzzing for a week, and the wild story of someone who rented a hotel in Seattle just in case Game 7 fell on Shabbos.

    There's a real conversation about the Jalen Brunson story, why an underdog who was written off by everyone resonates so deeply, and what it means to say "we" when your team wins. Plus: a debate about New York sports rivalries, Dave's complicated Knicks-Nets history, a tribute to the Dallas Mavericks for the Luka and Brunson draft disaster, and a very memorable story involving Rebbe Hecht, a basketball hoop, and a coach bus.

    Question of the Week from Asher: What are the top three sports moments you've ever watched live or experienced in real time?

    Mazel Tov to Knicks Nation. And to Asher, Steven Mermelstein, and Meir Simcha specifically. Enjoy this one.

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    ⏱️ Chapters with Timestamps

    0:25 — Welcome to an Emergency Episode: The Knicks Are Champions

    1:22 — Asher Has Been a Knicks Fan "Since Last Week"

    11:19 — Are the Knicks New York's Most Universal Team?

    12:06 — The Brunson Underdog Story and Why It Resonates

    13:43 — Izzy Calls It at Halftime: The Comeback Theory

    15:45 — Why Years of Losing Make This Run Mean More

    21:53 — Ranking New York Sports Rivalries

    29:48 — Question of the Week: Top Three Sports Moments of Your Life

    37:43 — "We Did It" vs. "They Did It": The Great Sports Fan Debate

    38:36 — Closing: The Brunson Pose, a Logo Idea, and Mazel Tov to Knicks Nation

    Please give us a 5 Star Rating! Don't forget to like and subscribe!

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    41 min
  17. She Was Adopted at Birth on the Other Side of the World. Her Birth Sister Somehow Lives Up the Street.

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    Some people spend their whole lives searching for where they came from. Sarit Saffer-Allal spent hers perfectly content not knowing — until one birthday changed everything.

    Born in South Africa and adopted at just two weeks old into a warm, observant Jewish family, Sarit always knew she was adopted. She had a loving upbringing, a strong Jewish identity, and no particular urgency to open the box. Then she turned 35, looked at her two kids, her only known blood relatives, and quietly asked herself: who am I really?

    What followed is one of the most extraordinary stories the Carpool Guys have ever heard. Sarit opened her adoption file, discovered her birth name was Gina Thompson, learned her birth mother had hidden the pregnancy entirely, and found out she had a brother she never knew about. Then, through a single Facebook message, she discovered something nobody saw coming. A half-sister. Adopted in South Africa. Also into a Jewish family. Also in Toronto. Living less than two kilometers away, or as the guys needed it translated, up the street.

    In this conversation, Sarit opens up about what it felt like to read someone else's biography that turned out to be her own. She talks about confronting a birth mother who denied her existence, flying to New Zealand to meet a birth father who welcomed her with open arms, and navigating the beautiful chaos of suddenly having an entirely new family, while making sure her adoptive family, who chose her and raised her, knew they were never being replaced.

    And underneath all of it runs a quietly profound thread: what does it mean to be Jewish when you were chosen to be? When your birth mother was not Jewish, your adoptive parents converted you, and your half-sister ended up on the same street living the same life? For Sarit, this journey answered that question once and for all. She did not stumble into Judaism. She was placed there. And she owns it completely.

    Also in this episode: Dave nearly gets arrested at the Israel on Fifth parade while photobombing a news crew, Jon's Israel parade video attracts 9,000 views and 91 comments of varying hostility, a mouse gives a peace sign, Asher shows up late, Jessica Tish is everyone's hero, Dave dreams of Saratoga, Jon loves a good garage sale, and Asher got stung by a thousand bees at the bay.

    Question of the Week from Dave Tannenbaum: If you could get lost for a day and go anywhere, 24 hours, travel time included, where would you go?

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    ⏱️ Chapters with Timestamps

    1:02 — Dave Nearly Gets Arrested at the Israel on Fifth Parade

    8:15 — Jon's Israel Parade Video: 9,000 Views and 91 Comments of Chaos

    17:30 — The Mayor Who Didn't Show Up and Jessica Tish Is Our Hero

    20:15 — Shout Outs: Happy Anniversary Avi + In Memory of Daniel Chernikov

    23:00 — Introducing Sarit Saffer-Allal: NCSY Colleague and an Incredible Story

    25:10 — Sarit's Background: Born in South Africa, Raised in Israel, Living in Toronto

    28:00 — The 35th Birthday That Changed Everything

    30:15 — Opening the Adoption File: Reading Someone Else's Biography

    40:15 — Did Sarit Ever Get the "Choose Your Judaism" Moment? + She Chooses Live on Air

    44:45 — "We Found a Sister and She Lives in Canada" — The Message That Changed Everything

    57:00 — The Birth Father in New Zealand: A Total Surprise Who Welcomed Her Completely

    1:02:30 — What This Journey Did to Sarit's Jewish Identity

    1:05:00 — October 7th and the Moment She Knew She Was Chosen to Be Jewish

    1:07:00 — Expanding Your Heart: Adding Family Without Replacing Family

    1:13:00 — Dave's Question of the Week: Get Lost for a Day — Where Do You Go?

    Please rate and review The Carpool Guys!

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    1 hr 12 min
  18. Nap Time Anyone? We Can't Stop Laughing About How Tired We Are...All The Time!

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    Why Are We Always So Tired? The Exhausted Jewish Life Edition

    Somebody had to say it. We are exhausted. All the time. Every single day. And not in a "ran a marathon" kind of way... in a "stared at a dinner menu for four minutes and still couldn't decide" kind of way.

    Fresh off their most successful episode ever featuring Allison Blass, Jon, Asher, and Dave are back together- and Asher is fresh off a trip to Israel for nephew Meir Simcha's bar mitzvah. But jet lag quickly gives way to a much bigger conversation: why does it feel like everyone around us is running on empty?

    The guys dig into the real reasons modern exhaustion hits differently — the constant connectivity, the WhatsApp messages that start before 7am, the total disappearance of boredom, the dual curriculum school day, the shul commitments, the community obligations, and the creeping anxiety of a world that never really turns off. Plus Dave's infamous half-a-block bike ride that ended with him passed out in a Brooklyn garbage room. And the debut of a brand new segment: the guys go around the room and share what is on their minds this week, from aliens and AI to the Hanta virus and the eternal question of which is scarier: Independence Day or Terminator.

    Also: snoring during bar mitzvah speeches, AIM away messages, The Brick app (purchased, never used), Trump's Shabbos proclamation, Dave's "David Days," essential worker pride, and the most important question in Jewish history — which Parsha would you most want to live through?

    Question of the Week from Anonymous in Commack: If you could live through any Parsha, which would it be?

    We want to hear from you — are you exhausted? What is draining you most right now, and how do you combat it? Email us at carpoolguyspod@gmail.com or drop a comment on YouTube.

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    ⏱️ Chapters with Timestamps

    0:00 — Cold Open: Snoring at a Bar Mitzvah. Avi Was Not Happy.

    0:27 — Welcome Back + Shoutout to Allison Blass

    2:00 — Welcome to New Listeners + Now on Amazon Podcasts and Podbean

    3:47 — New Segment Debut: Around the Room — Naming Rights Contest Announced

    17:10 — Today's Topic: Why Are We Always So Tired?

    20:26 — The Phone Problem: There Is No Off Button Anymore

    23:48 — Is the Jewish Lifestyle More Exhausting Than Everyone Else's?

    26:31 — The Anxiety Tax: Always Waiting for the Next Shoe to Drop

    27:47 — No Escape From Work: WhatsApp Does Not Have an Away Message

    31:22 — Dave Falls Asleep During Bar Mitzvah Speeches — Full Story

    33:37 — Asher Falls Asleep on Someone's Couch — Also a Full Story

    43:11 — Dave Days: Twice a Year, No Explanation Needed

    43:41 — Question of the Week: Which Parsha Would You Want to Live Through?

    51:38 — Closing: Comment on YouTube, Email Us Your Exhaustion Stories

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    53 min
  19. When Life Takes an Unexpected Turn: Allison Blass on Parenting a Child with Cancer, Faith, and Finding the Funny

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    When Life Takes an Unexpected Turn: Allison Blass on Parenting a Child with Cancer, Faith, and Finding the Funny

    Some episodes stop you in your tracks. This is one of them.

    Allison Blass — longtime listener, friend of the show, and one of the funniest people to ever sit across from the Carpool Guys — joins Jon, Asher, and Dave to share the story of her daughter Perry's cancer diagnosis, treatment, and remarkable recovery. What begins as a frightening story of a six centimeter mass discovered on a Friday afternoon twenty minutes before Shabbos becomes something else entirely: a masterclass in parenting under pressure, faith in the hardest moments, and the kind of stubbornness that saves lives.

    Peri, Allison's oldest child, was diagnosed with one of the rarest malignant tumors on record — one of only twenty cases ever documented. She went through multiple rounds of chemotherapy, a week in the ICU with fungal pneumonia, hair loss, wild food cravings, and a surgery she woke up from demanding a double burger from Smash House. She was walking within hours, home by Shabbos, and is now a completely healthy teenager heading to high school next year.

    But this episode is about so much more than the medical story. Allison opens up about what it means to keep your other children grounded when one child needs everything. She talks about the friends who showed up without being asked and the ones who said "let me know if you need anything" — and why that phrase, though well intentioned, puts the burden on exactly the wrong person. She shares how her family turned every moment of the process — the hair donation, the chemo mug, the smash room — into a kiddush Hashem. And she delivers one of the most important lessons this show has ever aired: when someone you love is going through something devastating, it is not their job to comfort you.

    Also: gherkins, sushi rolls, an accidental antipsychotic mix-up, a son who slept for fifteen hours, Megan Trainor's Walk of Shame playing in an operating room, Disney turkey legs, and the best shirt ever made.

    Allison, thank you for your vulnerability, your humor, and your heart. Peri — you are extraordinary. Ad meah v'esrim.

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    ⏱️ Chapters with Timestamps

    0:57 — Jon Is Back! Welcome Home After Surgery

    4:29 — Introducing Allison Blass: Longtime Listener, First Time Guest

    6:02 — Meet Allison: Giant Bear, Banned from Little League, Parent of Three

    8:32 — Setting the Scene: Who Is Peri and Where Does the Story Begin?

    9:08 — Allison's Career and Life Before the Diagnosis

    10:05 — The First Signs Something Was Wrong: December 2024

    15:58 — How Do You Tell Your Daughter She Needs Surgery?

    25:10 — Perry's Mindset: Control, Preparation, and a Double Burger From Smash House

    29:12 — April 9th: When the World Really Turned Upside Down

    30:20 — Hearing the Word Malignant: "Everything Went Quiet"

    32:30 — Turning Every Moment Into a Mitzvah: Hair Donation to Chai Lifeline

    41:00 — What Allison Learned About Perry She Didn't Know Before

    49:27 — NED: No Evidence of Disease — Perry Is on the Road to Survivorship

    52:05 — Who Showed Up and Who Didn't: What You Learn About People in a Crisis

    54:30 — "Don't Say If You Need Me" — The Most Important Lesson of the Episode

    56:33 — How to Actually Help Someone Going Through a Hard Time

    1:00:22 — The Hardest Part Is Now: Learning to Trust Again After Treatment Ends

    1:08:06 — Allison's Message to Parents at the Beginning of This Journey

    1:08:54 — Question of the Week: What Non-Kosher Food Do You Wish Was Kosher?

    1:17:45 — Thank You Allison — Closing Brachos for Peri and the Blass Family&<

    Please rate and review The Carpool Guys!

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    1 hr 21 min
  20. "Adulting" The Terrifying and Hilarious Moment You Realize You’re the Adult in the room (And You are Clueless What to Do)

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    Dave and Asher Hold It Down: Adulting, and the Things We Still Can't Figure Out

    Jon's out. The substitute teachers are in charge.

    In this episode, Dave and Asher fly solo for the first time in nearly two years of podcasting — and somehow manage to hold it together. Mostly. They spend most of the episode wrestling with one deceptively deep question: at what point did you realize YOU were the adult in the room? And does knowing that actually make you feel like one?

    From colonoscopies to root canals and Gatorade-plus-antacid pre-fast routines, Dave and Asher take an honest — and very funny — inventory of what it means to be in your 40s. They talk about watching athletes you grew up idolizing retire and become millionaires while you're still figuring out the thermostat. They talk about mentoring the next generation at work while privately Googling how to hang a picture frame. They talk about laundry — a lot — and the creative workarounds that keep households running when you're too proud to admit you never really learned.

    But underneath all the humor is something genuinely real: the weight and beauty of being the generation in the middle. Old enough to be the ones people turn to. Still young enough to remember when we thought the adults had it all figured out.

    Plus: substitute teacher stories, a very eventful little Tyke's car incident, a parent-teacher conference confession, LeBron vs. Jordan, a prank from Toys R Us, and the world's most relatable Seder question.

    Jon — we miss you. Come back soon.

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    ⏱️ Chapters with Timestamps

    00:00 — Cold Open: Dave Asks His Wife About His Maturity. She Laughs.

    00:27 — Welcome to the Carpool Guys Podcast

    01:02 — Jon Is Out — Dave and Asher Go It Alone

    01:22 — Substitute Teacher Stories: Mrs. Bach, Mrs. Henry, and a Saved Life

    05:47 — Dave's Career Started as a Sub — Shout Out to Rabbi Hammer

    07:16 — Smart Boards, Coaching Boards, and the HANC Basketball Championship

    08:34 — Orange Juice, Decaf Coffee, and the Post-Fast Routine Debate

    09:30 — The Bagel, Tuna, Herring, and OJ Breakfast Club

    10:49 — The Big Question: When Did YOU Become the Adult in the Room?

    12:10 — Colonoscopies, Pillboxes, Gout, and the Reality of Getting Older

    14:09 — Root Canals, Dental Inheritance, and the First Cavity at 30

    15:00 — When Athletes You Grew Up With Are Now Retired Millionaires

    17:36 — LeBron vs. Jordan: The Eternal Debate

    18:16 — Taking Pictures WITH Athletes vs. Taking Pictures OF Your Kids With Athletes

    19:49 — Adulting at Work: You Don't Need All the Answers

    21:00 — Mentoring the Next Generation: The Shift From Sink-or-Swim to Sit-Down-and-Talk

    24:30 — Supervising Interns for the First Time: It's a Little Scary

    25:47 — The 15-Year Window of Adulthood and What Comes After

    27:09 — Taking Care of Your Health Differently: Recovery, Moderation, and Lactaid

    28:01 — The Adulting Moment: Adding an Antacid to the Pre-Fast Routine

    29:02 — Things Our Parents Did That We Wish We Knew How to Do

    29:33 — The Picture That Fell Off the Wall and the Lesson About Wall Anchors

    30:21 — Snaking a Toilet and the Pure Joy of Saving $500

    31:39 — The Toys R Us Prank and Passing the Torch to the Next Generation

    32:44 — Shout Outs: Aaron's Birthday, Dave's Wife's Birthday, Ayelet's Broken Arm

    33:43 — Asher's Story: Rolling the Car Over Leia's Foot (Everyone Is Fine)

    37:14 — Dave's Story: Ayelet "Fell Out of a Moving Car" (It

    Please rate and review The Carpool Guys!

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    53 min