Podcast

#120 How Do You Buy A Home While Self-Employed? Catherine Cusick on her path, acting, economics of Broadway, longreads, independent book sales, buying a home, digital media & how to navigate hostile US self-employment regulations,

· 2 min read
  • 0:00 – Audio intro
  • 02:10 – What where the scripts Catherine grew up with?
  • 8:46 – The differences in the experience of work between generations
  • 10:55 – Going to college
  • 16:02 – How Vassar teaches acting
  • 16:41 – Auditioning in New York City after graduating
  • 17:16 – Becoming disillusioned with a carrier path as an actress
  • 20:24 – Producing her first play
  • 23:34 – The American Booksellers Association
  • 30:24 – Creating jobs for herself
  • 33:15 – Working at Longreads
  • 38:00 – Leaving Longreads
  • 44:17 – Designing life with her husband
  • 46:14 – Finding somebody that understands “the weird way”
  • 48:18 – How the system is incompatible with the new ways of life
  • 48:52 – Leaving the US as a way to gain perspective
  • 49:42 – “I’m breaking some law right now, I just don’t know which one”
  • 50:37 – Does work equal suffering? The IRS’ definition of a hobby
  • 51:44 – Why Catherine doesn’t think in long time horizons
  • 52:59 – Getting a mortgage as a self-employed person
  • 59:12 – Small Bets
  • 1:01:55 – LLC vs. S Corp
  • 1:08:24 – Collective
  • 1:12:24 – Healthcare in different states
  • 1:16:55 – How to get a mortgage
  • 1:17:20 – Tennessee Williams - The Catastrophe of Success
  • 1:22:01 – What does Catherine aim at?
  • 1:23:24 – Cathrine’s path role models?

The legible story is that Catherine is a writer, producer, and digital media consultant. She helps creative people connect with new audiences, usually writers, usually online. But she hasn’t had a W-2 job since 2017. Before that she worked as an actor, worked at a company called Longreads, and then has done a bunch of solopreneur experiments over the past five years.

Her recent interest is writing and speaking about how to navigate systems that make self-employment harder in the United States, like housing, healthcare, taxes, and insurance.

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