The Carpool Guys

The Carpool Guys

By: Jon Ackerman

Language: en-us

Categories: Religion, Spirituality, Judaism, Comedy, Kids, Family, Parenting

The Carpool Guys Podcast is where real-life dads — Asher Dworetsky, Jon Ackerman, and Dave “From Flatbush” Tannenbaum — share unfiltered conversations about family, fatherhood, work, and the wild ride of midlife.They’ve made mistakes, learned lessons (mostly the hard way), and have just enough life experience to be dangerous with advice. From career crossroads to raising kids in a digital world, from marriage moments to dad fails, The Carpool Guys dive into it all with honesty, humor, and heart.Whether you’re commuting, carpooling, or just catching your breath between responsibilities, this is your front-seat pass to authentic midlife banter, questionable...

Episodes

Not All Heroes Wear Capes—Some Donate Kidneys (An Interview With Our Friend Eli Rosenberg)
Jan 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...

Duration: 00:54:08
Aliyah Anxiety: Let’s Talk About Why This Freaks Us Out (And Laugh About It)
Dec 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...

Duration: 00:50:42
Undercover Boss: What Separates the Bosses We Love From the Ones We...um... don't...
Dec 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...

Duration: 00:44:02
It's Thanksgiving Week: The Best Week of the Year!
Nov 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...

Duration: 00:51:57
The Drive By: Dave From Flatbush on Giving His Kids Haircuts
Nov 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...

Duration: 00:01:18
Mini Mentors: Lessons From Our Children
Nov 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...

Duration: 00:49:29
The 2 Minute Ride: Asher on High School Open Houses
Nov 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...

Duration: 00:02:10
Rejected! It's Not You... It's Life!
Oct 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...

Duration: 00:56:52
The Pilot: The Best Advice We Ever Got
Oct 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...

Duration: 00:43:52