Ep. 196 “Liquid Billionaires”

We Hired a Sitter For This

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Episode 196 of ‘We Hired a Sitter for This’ recorded on July 7, 2025, with hosts reflecting on a successful comedy performance despite a small audience.
YouTube channel viewership is limited to 17 views, risking a drop to 14 due to early episode cursing.
Discussed themes in the ‘Ocean Gate’ documentary, highlighting safety negligence in underwater exploration linked to wealthy individuals and current political commentary.
Patrick reflecting on his 22-year NYC journey as a sober companion, emphasizing the personal significance of the Kosciusko Bridge.
Current coaching role aids financial stability while aspiring to transition into comedy and filmmaking, with detailed plans for Patreon discussions.
Bespoke Patreon strategy includes direct outreach to 6 current subscribers and varying content tiers, such as risk story performances and yoga class for remote subscribers.
Ross actively participates in family responsibilities, involving quarterly toy and clothing donations, facing logistical challenges with drop-off scheduling.
Nostalgic discussions about past experiences, including reflections on childhood visits to Long Island, enhance personal storytelling throughout the episode.
Exploration of British reality TV shows sparks conversation about cultural preferences in entertainment.
Highlighted the need for improved audio equipment knowledge, referencing techniques from LCD Sound System performances.

Notes

️ Episode Details & Technical Setup (01:35 – 08:52)

Episode 196 of ‘We Hired a Sitter for This’ podcast recorded on Monday, July 7, 2025 at 9:30 PM.
Host Ross performed comedy at Grizzly Pair for six people and felt successful as a comedian.
Recording split format with intro together, then separate segments due to scheduling conflicts.
YouTube channel has limited viewership – 17 views that could drop to 14 with early cursing.
Audio equipment discussion regarding square microphone technique similar to LCD Sound System performances.

Personal Life & Entertainment (03:01 – 04:27)

Hosts watched ‘Naked Brits’ dating show on HBO featuring uncensored British participants.
Discussion of British reality TV preferences, including country home shows and wealth-focused programming.
Patrick working multiple doula jobs while maintaining podcast schedule.
Ross mentioned spitting habit of daughter Franny after teeth brushing.

Netflix Ocean Gate Documentary Analysis (05:48 – 07:17)

Watched Ocean Gate documentary about ‘liquefied billionaires’ and narcissistic wealthy individuals.
Documentary explores generationally wealthy submarine company owner who caused deaths through poor salesmanship and safety negligence.
Political commentary connecting documentary themes to current leadership and ‘death cult’ politics.

Patrick’s Early Morning Work Drive (10:30 – 19:46)

Recording at 5:40 AM on Tuesday, July 8 while driving to Manhattan for client work.
Working as sober companion/executive functioning coach for 9-10 years, helping clients with emotional disorders and neurodivergence.
Crossing Kosciusko Bridge triggers 22-year reflection on New York City career journey since May 2003 college graduation.
Bridge replacement project completed 6-7 years ago, previously was deteriorating brutalist steel structure.
Nostalgic memories of driving to Long Island to visit ex-girlfriend’s family on weekends.

Career Transition Goals (21:36 – 21:36)

Current coaching work serves as survival structure to support real passions in comedy and filmmaking.
Goal to transition out of current work, planning detailed discussion for Patreon subscribers about work specifics.
Past production assistant experience included overnight tape digitization when physical tapes were required for editing.

Patreon & Content Strategy (08:52 – 24:54)

Bespoke Patreon approach with individual outreach to 6 current subscribers.
Risk story performance content planned for $5 tier subscribers.
Yoga class content offering for subscribers who don’t live in New York City.
Two-dollar subscription level provides access to full episodes beyond the limited free version.

Family & Household Management (23:22 – 23:22)

Ross manages quarterly toy and clothing donations, currently bags waiting in car trunk for two weeks.
Blues Clues watch toy making repeated sounds from donation bags, creating mental distraction during drive.
Bushwick free store available on Tuesdays for donations, but car scheduling conflict prevents drop-off.

Action items

Patrick

Record individual podcast segment during 5:30 AM drive to Manhattan (08:52)
Record segment after teaching yoga class (08:52)
Create detailed Patreon content explaining work transition specifics (21:36)
Upload Risk story performance to Patreon for $5 tier subscribers (08:52)

Ross

Record individual podcast segment when alone (08:52)
Deliver toy donation bags to Bushwick free store or alternative location (23:22)
Consider recording yoga class content for Patreon subscribers (08:52)

206 episodes

#Comedy #Patrick Holbert - Standup Comedian #Patrick Ross