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The Carpool Guys

The Carpool Guys

By: Jon Ackerman
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About this listen

The Carpool Guys Podcast is where real-life dadsAsher 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 wisdom, and a few laughs along the way.

© 2026 The Carpool Guys
Judaism Parenting & Families Relationships Spirituality
Episodes
  • AI Is Taking Over The World... Or Is It? (SPOILERS: Yes, It Is!)
    Jan 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 classic Carpool Guys territory:
    ✈️ Airport pickup mishaps
    🚗 Becoming an Uber… to become an Uber
    🍪 The unspoken rules of taking snacks from someone else’s house
    ⭐ Giving (and receiving) five-star ratings—both earthly and divine

    Along the way, they share winter vacation highlights, parenting moments that test your patience (and your dignity), celebrity misidentifications, and one unforgettable Publix checkout encounter involving Bible verses, Israel, and a heartfelt “Shalom.”

    The episode wraps by teeing up a bigger Shabbos-table conversation: how AI is changing our lives, our kids, and the way we think about learning, work, and the future—and whether we should be excited, terrified, or both.

    If you love podcasts about parenting, Jewish life, family humor, modern fatherhood, relatable conversations, and real-life chaos, this episode is for you.

    👉 Follow @carpoolguyspod, leave a 5-star rating, and tell us what topic you want to hear next.

    ⏱️ Chapters & Timestamps

    00:00 – Cookie Etiquette & House Rules
    Is it okay to take snacks when you’re doing someone a favor? Where do we draw the line?

    00:56 – Surprise Snow Day Energy
    Kids celebrating, parents coping, and the joy of one more day off.

    02:05 – The Zoom Snow Day Debate
    Should snow days still be sacred—or has Zoom changed everything?

    03:27 – What Are Kids Actually Learning on Zoom?
    Honest takes from parents who lived through it.

    04:15 – Multi-Day Snowstorms: What’s the Right Balance?
    Snow day vs. Zoom day—how should schools handle it?

    05:31 – Fire Drills, Payback, and Vacation Chaos
    When real life mirrors your job a little too closely.

    06:06 – Like, Subscribe, and Join the Community
    Why the Carpool Guys care so much about listener engagement.

    07:41 – Being Recognized IRL
    From Shabbos taps on the shoulder to pizza shop shout-outs.

    08:31 – Podcast Topic Requests Gone Wrong
    Why “global warming” might not be a Shabbos-table hit.

    09:27 – Airport Pickup Gone Sideways
    No keys, slow Uber drivers, and a lot of stress.

    12:22 – The Snack Question Returns
    Black-and-white cookies, pantry boundaries, and moral dilemmas.

    13:39 – Five-Star Ratings (Earthly & Heavenly)
    Uber reviews meet Jewish philosophy.

    14:27 – Happy Birthday & Mazel Tov Corner
    Celebrations for friends of the show.

    15:52 – Winter Vacation Stories & Parenting Moments
    Fire alarms, celebrity mix-ups, and unforgettable meltdowns.

    21:05 – Parenting Through Public Temper Tantrums
    Judgment, discipline, and standing your ground.

    23:18 – Publix, Bible Verses, and Jewish Anxiety
    An interaction Jon will never forget.

    26:48 – Introducing the Big Topic: AI & The Future

    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!

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    1 hr
  • The Drive By: Dave on location...In the Everglades 🐊 🐊 🐊 Did he make it out?!?
    Jan 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.


    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!

    Show More Show Less
    1 min
  • Can You Survive Winter Vacation Without Losing Your Mind?!? ⚠️ Warning ⚠️ we may have already 🤯🤯🤯
    Jan 14 2026

    Send us a text

    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 compare your holiday experience to everyone else’s highlight reel. Asher, Dave, and Jon make the case for prioritizing authentic experiences over perfect photos, embracing the chaos when things go wrong, and recognizing that the most meaningful holiday memories are often unplanned.

    They also share practical, real-life advice on planning family vacations that actually fit your family’s needs, avoiding empty parenting threats while traveling, making intentional time for your spouse during school breaks, and using humor as a powerful tool to navigate family challenges.

    Whether you’re packing bags, already on the road, or just trying to survive winter break at home, this episode offers laughter, perspective, and reassurance that you’re not doing it wrong — you’re just living real life.

    • 00:00:00 Introduction to Winter Break
    • 00:03:00 Family Vacation Anxieties
    • 00:06:00 The Importance of Authentic Experiences
    • 00:09:00 Navigating Family Dynamics
    • 00:12:00 Creating Lasting Memories


    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!

    Show More Show Less
    32 mins
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