Jess, I'll Turn This Car Around | The Do-Over Podcast | Ep 47 episode artwork

EPISODE · Jun 24, 2026 · 1H 27M

Jess, I'll Turn This Car Around | The Do-Over Podcast | Ep 47

from The Do-Over Podcast

On this episode of the Do Over Podcast, the crew talks Father’s Day disasters, relationship arguments, Napa Valley wine tasting chaos, motion sickness horror stories, anxiety, family expectations, and why dads always get the short end of the stick.Jess tells the unbelievable story of a Napa trip gone wrong — including winding mountain roads, fainting in the backseat, panic, wine tasting disasters, and the moment Chris literally turned the car around on the freeway.Meanwhile, Drew battles an ear infection while the crew debates Father’s Day appreciation, obligations, marriage dynamics, and surviving adulthood while constantly exhausted.Funny, chaotic, painfully relatable, and completely unfiltered.Topics include:Napa Valley trip disasterMotion sickness and anxietyFather’s Day expectationsMarriage argumentsWine tasting gone wrongIBS travel strugglesParenting realitiesGolf, church, and dad lifePodcast chaos and friendship banterSubscribe for weekly episodes of chaos, comedy, real talk, and life do-overs.00:00 – Welcome to the Do Over Podcast01:00 – Drew’s brutal ear infection04:40 – Father’s Day complaints begin05:30 – Jess explains the Napa Valley trip06:30 – Anxiety, IBS & traveling with strangers09:10 – The drive gets worse10:15 – “We’re going home” — Chris turns the car around12:40 – Silent car ride & emotional damage13:50 – Muir Woods disaster begins15:20 – Motion sickness from hell17:00 – Jess nearly faints in the car19:00 – Bathroom recovery & emergency dispensary visit20:30 – Helicopter debate gets ridiculous22:00 – Obligations, burnout & adult life24:00 – Learning how your partner functions26:00 – Darren’s Starbucks order gets roasted27:00 – Darren’s Father’s Day story29:00 – Marriage tension on Father’s Day31:00 – Golf, cake & accidental redemption32:15 – Drew teases his Father’s Day story33:30 – Sponsor break33:40 – USA soccer & random chaos returns#podcast #fatherhood #napavalley #comedypodcast #relationships #anxiety #motionsickness #winecountry #dadhumor #podcaster #DoOverPodcast #Fatherhood #ComedyPodcast #NapaValley #MotionSickness #RelationshipTalk #DadLife #PodcastClips #FunnyPodcast #WineTasting #MarriageHumor #AnxietyHumor #IBSProblems #MillennialPodcast #ParentingPodcast #CouplesPodcast #GolfLife #RoadTripFails #FunnyStories #PodcastCommunity**Join Our Patreon!**https://www.patreon.com/c/thedoover

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Jess, I'll Turn This Car Around | The Do-Over Podcast | Ep 47

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This episode is 1 hour and 27 minutes long.

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This episode was published on June 24, 2026.

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On this episode of the Do Over Podcast, the crew talks Father’s Day disasters, relationship arguments, Napa Valley wine tasting chaos, motion sickness horror stories, anxiety, family expectations, and why dads always get the short end of the...

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