The Carpool Guys

24 Episodes
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By: Jon Ackerman

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...

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The Drive By: Dave feels left out... and jumps into the voice note saga
Today at 6:00 AM

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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!


Imposter Syndrome: The Struggle is real... but am I? & How long is too long for a What's App Voice Note?
Last Thursday at 6:00 AM

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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...


The Drive By: Visiting Day 2026! Asher Makes The Trip to Camp Kaylie!
07/05/2026

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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!

You can email us at carpoolguyspod@gmail.com

Follow us on Instagram @carpoolguyspod

Send us a question, a comment, birthday wish, shoutout, or anything el...


From Comedy to Courage: Eli Lebowicz Joins the Carpool!
06/24/2026

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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...


The New York Knicks Are the 2026 World Champions!
06/15/2026

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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...


She Was Adopted at Birth on the Other Side of the World. Her Birth Sister Somehow Lives Up the Street.
06/03/2026

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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 on...


Nap Time Anyone? We Can't Stop Laughing About How Tired We Are...All The Time!
05/13/2026

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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...


When Life Takes an Unexpected Turn: Allison Blass on Parenting a Child with Cancer, Faith, and Finding the Funny
04/30/2026

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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 minu...


"Adulting" The Terrifying and Hilarious Moment You Realize You’re the Adult in the room (And You are Clueless What to Do)
04/16/2026

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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 co...


Never Through Egypt… Until They Did: Rabbi Ouriel Hazan & Eli’s Story
03/29/2026

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Leaving Egypt: A Father & Son Take on Coming Home for Pesach

What do you do when your son is in yeshiva in Israel, sirens are going off daily, Pesach is approaching fast, and every flight home keeps getting canceled? You find another way. Even if that way goes through Egypt.

In this episode, Asher and Jon sit down with Rabbi Ouriel Hazan, head of school at HANC West Hempstead, and his son Eli, a student at Mevaseret Yeshiva in Israel, who recently made it home to New...


Sirens, Safe Rooms, and Staying Strong: Real Stories from Our Friends and Family in Israel
03/11/2026

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Life in Israel Right Now: Real Stories from Friends on the Ground

In this powerful and personal episode of The Carpool Guys Podcast, we take a step out of the carpool line and into the real lives of people we know and care about.

We’re joined by Nava Mermelstein (yes… Asher’s sister) and her son Meir Simcha, along with recent Olim Sarah and Yehoshua Auman, who many of you may remember from our hometown of West Hempst...


Why Won't Our Kids Just Put Down Their Phones and Screens!!!!!! (Let's Look In The Mirror 😬😳)
02/18/2026

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📱 Phone Modeling Matters: Before We Blame Our Kids

This episode starts in serious territory and ends somewhere uncomfortably close to home.

Asher, Dave, and Jon open with a raw conversation about the Nancy Guthrie kidnapping story and the unsettling feeling of violence “not supposed to happen here.” The guys unpack media reactions, double standards, the NBA controversy surrounding Deni Avdija, and the uncomfortable cultural conversations that follow global events.

But then the episode pivots.

High school acceptance week hits close to home. The stress. The compari...


Is ChatGPT Making Life Easier… or Ruining Everything? 😭🤖
01/28/2026

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Snow days, Zoom school, airport chaos, parenting fails, awkward Publix conversations, and AI anxiety—this episode of The Carpool Guys Podcast has it all.

Jon Ackerman, Asher Dworetsky, and Dave From Flatbush kick things off debating the most controversial modern parenting question: Is a Zoom snow day even a real snow day? From kids celebrating surprise days off to parents questioning what learning actually happens on Zoom, the guys break down why snow days should stay sacred.

From there, the conversation takes a turn into cl...


The Drive By: Dave on location...In the Everglades 🐊 🐊 🐊 Did he make it out?!?
01/18/2026

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Would you want to crash-land here?! 😳🐊


Dave takes us inside the Florida Everglades, explaining exactly why this is the last place you’d ever want to make an emergency landing… and yes — there are ALLIGATORS.


This moment is funny, terrifying, and somehow educational all at once — the kind of real-life storytelling that only happens when parenting, travel, and bad hypotheticals collide.


👉 Listen to the full story on the latest episode of the Carpool Guys Podcast.


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Can You Survive Winter Vacation Without Losing Your Mind?!? ⚠️ Warning ⚠️ we may have already 🤯🤯🤯
01/14/2026

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Winter break sounds relaxing — until it actually begins.

In this episode of The Carpool Guys, Asher, Dave, and Jon dive into the realities of winter break and family vacations, exploring the excitement, stress, anxiety, and unexpected joy that come with extended time off and traveling together. Through relatable stories and plenty of humor, they unpack why winter break often feels like anything but a break.

The conversation touches on the pressure to create the “perfect” family vacation, the stress of travel and logistics, and the temptation to compar...


Not All Heroes Wear Capes—Some Donate Kidneys (An Interview With Recent Donor Eli Rosenberg)
01/07/2026

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What day is it? Honestly… does it even matter anymore?

The guys kick things off by trying to figure out the day of the week, debating “real feel” time, and reacting to feedback from the last episode (yes, we read the comments... keep them coming).

From there, the conversation turns more real as Asher, Dave, and Jon dive back into Aliyah anxiety — that very familiar emotional tug-of-war between loving life in the U.S. while feeling deeply connected to Israel. Listener messages spark honest reflections, meaningful laughs, and a re...


Aliyah Anxiety: Let’s Talk About Why This Freaks Us Out (And Laugh About It)
12/24/2025

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What starts with a painfully awkward synagogue moment (you know the one, that late guy who somehow blocks everyone’s view) quickly turns into a much bigger conversation.

This week, Asher, Dave, and Jon dive into the very real and increasingly common phenomenon of Aliyah Anxiety, the emotional tension between loving Israel, feeling spiritually connected to Jewish life in Israel, and also being genuinely happy, rooted, and fulfilled living in the United States.

The guys unpack the emotional, mental, and practical challenges of making Al...


Undercover Boss: What Separates the Bosses We Love From the Ones We...um... don't...
12/10/2025

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In this episode of The Carpool Guys Podcast, the guys explore how everyday leadership and small acts of kindness can create a powerful, lasting impact on the people around us. Through real-life stories, including Asher’s unforgettable car rescue adventure (Thank you Chaveirim!) they highlight the importance of doing the little things, showing up for others, and staying grounded in the middle of life’s chaos.

The conversation dives into essential leadership qualities like empathy, humility, approachability, and consistency. Simple actions like helping a friend, supp...


It's Thanksgiving Week: The Best Week of the Year!
11/25/2025

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This week on The Carpool Guys Podcast, Jon and Asher take the wheel for a special Thanksgiving edition — and yes, Dave’s off the hook (or maybe just on turkey duty).

In this cozy, laugh-filled episode, the guys share their love for Thanksgiving, from family traditions and favorite foods to the real power of gratitude. They swap personal stories about family gatherings, reflect on what makes this time of year so meaningful, and dive into listener-submitted Thanksgiving traditions that will have you smiling all the way to the dinner table.

Al...


The Drive By: Dave From Flatbush on Giving His Kids Haircuts
11/20/2025

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In this week’s mini Drive By episode, Dave From Flatbush shares what happens when dads decide to “save a few bucks” and give their kids haircuts at home. ✂️💈 Spoiler alert: the results weren’t exactly professional. From uneven bangs to emotional damage (mostly Dave’s), this quick pit stop of parenting chaos will make every parent nod, laugh, and say, “Yup… been there.”

Catch this bite-sized dose of dad humor from The Carpool Guys Podcast — a little off the top, and a lot off the rails.

Please rate and review The Carpool Gu...


Mini Mentors: Lessons From Our Children
11/12/2025

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In this lively episode of The Carpool Guys Podcast, the dads dive headfirst into the chaos, curiosity and comedy of learning from life's greatest teachers... our kids! From epic tantrums and jet-lagged meltdowns to the unforgettable concept of “foreign tushies” (trust us, you’ll never hear that phrase the same way again), this episode reminds us that even in the messiest moments, there’s always something to laugh about... and learn from!

Along the way, Asher, Jon, and Dave share personal stories about family life, the importance of staying curious...


The 2 Minute Ride: Asher on High School Open Houses
11/06/2025

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The 2 Minute Ride: High School Open Houses — Why Are We Still Nervous?

You’d think we’d be over it by now… but apparently, high school open houses still make us sweat. 😅

In this quick pit stop from The Carpool Guys Podcast, Asher takes the wheel to talk about the surprisingly real anxiety that comes with walking those shiny hallways... again. This “2 Minute Ride” hits every parent right in the nostalgia (and the nerves).

PLUS: Wait... WHO fell asleep?

It’s fast, funny, an...


Rejected! It's Not You... It's Life!
10/29/2025

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Rejection hurts- Whether it’s not making the team, missing that dream school, or just getting ghosted by opportunity itself. In this episode, The Carpool Guys — Asher Dworetsky, Jon Ackerman, and Dave “from Flatbush” Tannenbaum — take the scenic route through life’s “no’s,” sharing personal stories that hit home (and sometimes hit funny).

From playground heartbreaks to midlife curveballs, the guys get real about what rejection teaches us, and how to help our kids grow from it too. They explore what it means to support your child without bubble-wrapping th...


The Pilot: The Best Advice We Ever Got
10/23/2025

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🎙️ The Pilot — The Best Advice We Ever Got

Welcome to the very first ride of The Carpool Guys Podcast, where three dads — Asher Dworetsky, Jon Ackerman, and Dave “from Flatbush” Tannenbaum — talk about life, work, family, and all the chaos in between.

In this inaugural episode, the guys open up about what it really means to balance personal and professional life in today’s world. From lighthearted dad banter to surprisingly deep moments, they share the best advice they’ve ever received, what authenticity means...