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 chaos

00:56 – Welcome to The Do-Over Podcast + Grogg’s shoutout

02:12 – 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, poker

22:17 – TikTok clips, blocking moms, and the stalker situation

25:51 – Dad’s cancer update + wills, inheritance, and family dynamics

30:48 – Break

32:34 – Reaction: “I won’t date a man under $200K”

41:22 – Roundtable: everyone’s real dating requirements

49:16 – Sponsor break: Frank Sierra Finish Carpentry + Sierra Door Supply

51:49 – Jess’s grandma in the hospital: pain meds, paranoia, restraints

01:02:55 – Drew’s News: Minnesota ICE shooting discussion

01:14:53 – Parent story: the Chucky doll childhood trauma

01:17:24 – Reaction: “boobs save men’s lives” science talk

01:21:03 – Honest hands: tasting semen and the envelope comparison

01:23:35 – Where to find everyone + outro

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