The Carpool Guys

Jon Ackerman

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 wisdom, and a few laughs along the way.

Episodes

  1. JAN 28

    Is ChatGPT Making Life Easier… or Ruining Everything? 😭🤖

    Send us a text 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!

    1 hr
  2. JAN 14

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

    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 Break00:03:00 Family Vacation Anxieties00:06:00 The Importance of Authentic Experiences00:09:00 Navigating Family Dynamics00:12:00 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!

    32 min
  3. JAN 7

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

    Send us a text 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 reminder that this tension is something a lot of people quietly carry. Then the episode takes a powerful and inspiring turn with a very special guest: Eli Rosenberg. Eli shares his incredible story of donating a kidney through Renewal, walking us through the process, the support of the community, and what it’s really like to make a life-changing decision that impacts another human being forever. It’s moving, eye-opening, and deeply humbling, and somehow still fits perfectly into a Carpool Guys conversation. This episode has it all: laughs, big questions, real emotions, and a reminder of how much good one person — and one community — can do. Buckle up. Chapters - 00:00:00 Introduction and Banter 00:02:00 Aliyah Anxiety and Listener Feedback 00:27:16 Eli Rosenberg's Kidney Donation Story 00:47:55 Community Support and Impact 01:12:02  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!

    54 min
  4. 12/24/2025

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

    Send us a text 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 Aliyah, including identity, family considerations, community pressure, Jewish values, and the fear of making the “wrong” life decision. Along the way, they mix thoughtful reflection with humor, stories, and classic Carpool Guys travel mishaps. This episode touches on Jewish identity, Jewish community, modern Orthodox life, moving to Israel, work-life balance, parenting, and the emotional complexity of big life choices - all while keeping things honest, relatable, and funny. If you’ve ever felt pulled in two directions - Israel and America, idealism and reality, dreams and day-to-day life - this one’s for you. 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!

    51 min
  5. 11/25/2025

    It's Thanksgiving Week: The Best Week of the Year!

    Send us a text 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. Along the way, they explore:  🦃 Why Thanksgiving might just be the best week of the year 🍗 How teamwork makes the turkey work 🥧 Food, family, and a side of Black Friday chaos 🕯️ The intersection between Thanksgiving gratitude and Chanukah gift-giving 🎬 Their favorite  family movie picks for the long weekend From heartfelt reflections to hilarious moments, Jon and Asher remind us that gratitude isn’t just for Thanksgiving — it’s a way of life. Chapters 00:00 The Best Week of the Year 02:42 Thanksgiving Traditions and Family Connections 05:32 Gratitude and Its Importance 08:43 The Role of Teamwork in Thanksgiving 11:39 Reflections on Food and Memories 14:40 The Significance of Thank You 17:41 The Power of Gratitude in Leadership 21:23 The Importance of Family and Gratitude 24:49 Cholent Hotline: A Culinary Idea 25:57 Thanksgiving vs. Yontif: A Cultural Comparison 30:30 The Flexibility of Thanksgiving Celebrations 32:43 Gift-Giving Traditions: Chanukah and Beyond 34:56 Holiday Decorations: The Challenge of Setup and Takedown 39:01 Thanksgiving Traditions from Listeners 40:18 Thanksgiving Traditions and Family Stories 43:15 The Beauty of Fall and Personal Reflections 48:51 Work-Life Balance and Thanksgiving Anticipation 49:19 Movie Recommendations for Family Time 53:32 Gratitude and Thanksgiving Reflections 54:54 Black Friday Shopping Insights 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!

    52 min
  6. 11/12/2025

    Mini Mentors: Lessons From Our Children

    Send us a text 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, and the lessons they’ve learned from their own kids — sometimes the hard way. Whether you’re a parent, future parent, or just someone who loves a good laugh, this one’s for you. Chapters Chapters00:00:00 Introduction: Jet Lag and Parenting Struggles00:03:00 Humor in Parenting:  Daily Challenges00:06:00 Early Risers: Kids and the Mystery of Extra Sleep00:12:00 Fan Mail: Foreign Tushies00:18:00 Lessons from Children: Insights and Life Lessons00:21:00 Curiosity and Openness: Essential Parenting Qualities00:24:00 Evolving Family Dynamics: Growing with Your Children00:27:00 Parenting Mishaps: Laughing Through the Chaos00:30:00 Closing Reflections: Gratitude and Parenting WisdomPlease 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!

    49 min
  7. 10/29/2025

    Rejected! It's Not You... It's Life!

    Send us a text 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 them, how to handle disappointment with grace, and why sometimes the best lessons come from not getting what we wanted. It’s heartfelt, honest, and just the right amount of hilarious — a reminder that rejection isn’t the end of the road… it’s just another lane on the highway of life. Chapters 00:00 Introduction and Initial Feedback 04:35 The Topic of Rejection 05:39 Personal Stories of Rejection 15:40 Parental Perspectives on Rejection 22:51 Growth Through Rejection 25:33 Encouragement vs. Discouragement in Growth 27:44 The Brutality of Letting Go 30:37 Navigating Difficult Conversations 32:27 The Complexity of Termination 35:02 Feedback and Growth in Management 37:16 Parenting and Handling Rejection 43:51 The Role of Coaches and Parents 46:46 Teaching Resilience in Children 51:51 Fear of Rejection and Its Impact 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!

    57 min
  8. 10/23/2025

    The Pilot: The Best Advice We Ever Got

    Send us a text 🎙️ 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 at midlife, and how to take action when opportunity knocks. Along the way, they swap hilarious dating stories, talk about mentorship, and reflect on the lessons that only come from making a few (okay, a lot of) mistakes. It’s funny, heartfelt, and refreshingly real — the perfect mix of dad humor, life advice, and mid-career honesty that makes you feel like you’re right there in the carpool with them. 🚗 Chapters 00:00 — Welcome & Introductions 06:32 — Navigating Life’s Challenges: The Best Advice Received 17:23 — Dating Stories & Lessons Learned 22:38 — Dating App Disasters 25:54 — The Importance of Taking Action 33:10 — Life Lessons from Personal Experiences 38:40 — Professional Growth & Mentorship 44:54 — Asking for What You Want 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!

    44 min

Ratings & Reviews

5
out of 5
6 Ratings

About

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 wisdom, and a few laughs along the way.