
We're Here to Help 255: Ugly Old Sweatshirt & Monitor Swap (with David Krumholtz)
Jan 28, 2026
David Krumholtz, actor known for film and TV roles, drops by to swap stories and riff with the team. They tackle a gross cabin-trip nightmare with darkly funny schemes and social tactics. Later they debate swapping monitors at a software job, exploring pranks, ethics, and office maneuvers. Short, silly, and full of comic problem-solving.
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Annual Cabin Weekend Turns Into Squalor
- Steve describes annual high-school reunions at a Forest Service cabin that devolve into squalor after heavy drinking.
- He reports beer-soaked Cheez-Its on tables, smashed hot dogs on the floor, cigarette butts, and a "piss pad" outside the back door.
Don't Send A Cleaner Into A Remote Drunken Cabin
- Avoid sending a housecleaner into a remote cabin alone if intoxicated people are present; it's a safety risk.
- David warns maid visits are unsafe because there's no cell service and drunken strangers could create danger.
Model Cleanliness With A Short Maid Session
- Try hiring a short-term cleaner for two hours to model a clean baseline and shift group expectations.
- Jake warns against sending a cleaner alone into a remote, drunken cabin without cell service for safety reasons.
