Would You Date Under $200K? Standards, Security, and Reality | The Do-Over Podcast episode artwork

EPISODE · Jan 28, 2026 · 1H 25M

Would You Date Under $200K? Standards, Security, and Reality | The Do-Over Podcast

from The Do-Over Podcast

Season 2, Episode 7 of The Do-Over Podcast is a real one: the crew starts with morning-at-Grogg’s energy, then spirals into dating standards, money, and what “security” actually means when you’re building a life with someone. A viral clip claiming “no dating under $200K” sets off a blunt conversation about preferences vs. delusion, and the group goes around the table with their own non-negotiables. Hosted by Drew Hyatt, Barbress Jess, and Darren “Der Bear,” this episode is recorded at the Grogg’s Studio. If you’re new here, The Do-Over Podcast is a hangout-style show built on honest conversations, stories that go off the rails, and sharp takes that don’t pretend life is neat and packaged. From there, it turns into a heavier real-life segment as Jess walks through her grandma’s hospital situation, how fast things can turn with pain meds, and what it looks like when family has to hold the line in chaos. Then Drew’s News hits, with the crew reacting to a Minnesota incident involving ICE and the fallout around how it’s being framed publicly. Big thanks to Grogg’s for sponsoring the studio, and to Frank Sierra Finish Carpentry and Sierra Door Supply for supporting the show.00:00 – Psyllium, mic check, and the early chaos00:56 – Welcome to The Do-Over Podcast + Grogg’s shoutout02:12 – Getting pulled over, nerves, and “talking your way out”14:10 – The leaky Owala cup problem (and Target solutions)20:31 – Der Bear’s 41st birthday recap: golf, snowboarding, poker22:17 – TikTok clips, blocking moms, and the stalker situation25:51 – Dad’s cancer update + wills, inheritance, and family dynamics30:48 – Break32:34 – Reaction: “I won’t date a man under $200K”41:22 – Roundtable: everyone’s real dating requirements49:16 – Sponsor break: Frank Sierra Finish Carpentry + Sierra Door Supply51:49 – Jess’s grandma in the hospital: pain meds, paranoia, restraints01:02:55 – Drew’s News: Minnesota ICE shooting discussion01:14:53 – Parent story: the Chucky doll childhood trauma01:17:24 – Reaction: “boobs save men’s lives” science talk01:21:03 – Honest hands: tasting semen and the envelope comparison01:23:35 – Where to find everyone + outro#TheDoOverPodcast#DoOverPodcast#Podcast#ComedyPodcast#PodcastClips#RelationshipTalk#DatingStandards#MoneyTalk#ModernDating#StorytimePodcast#CurrentEvents#Groggs#FresnoPodcast

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Would You Date Under $200K? Standards, Security, and Reality | The Do-Over Podcast

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This episode is 1 hour and 25 minutes long.

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This episode was published on January 28, 2026.

What is this episode about?

Season 2, Episode 7 of The Do-Over Podcast is a real one: the crew starts with morning-at-Grogg’s energy, then spirals into dating standards, money, and what “security” actually means when you’re building a life with someone. A viral clip claiming...

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