Ep. 196 “Liquid Billionaires”



Overview
  • 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)