HOW TO: Process and Embrace the Assistant Position (w/ Grace Guy)

HOW TO: Process and Embrace the Assistant Position (w/ Grace Guy)

This week, we sit down with writer and comedian Grace Guy to unpack the complicated, often unspoken dynamics of assistant culture in the entertainment industry. Drawing from her own experience as a former assistant, Grace shares the inspiration behind her deeply personal play Deckhand—a sharp, emotionally charged story about a boss and assistant trapped together on a boat. We dive into the love/hate tension that defines so many of these relationships, and the uncomfortable truth that while assistants are often told their proximity to power will lead to opportunity, that promise rarely materializes.

Grace also opens up about recognizing when it’s time to leave a job, the importance of self-care and building a real support system, and the danger of tying your dreams to someone else’s success. The conversation then shifts to her creative process—how she approaches writing “forced proximity” stories, and the journey of developing Deckhand, including testing it in front of audiences ahead of its Edinburgh run.

TIX FOR 50/50 COMEDY FESTIVAL MAY 3RD!!

Grace's Insta (see upcoming show dates & more!)

DECKHAND SHOW

Books Mentioned: Artist's Way, Rick Rubin's Book, Anne Lamont (Bird by Bird, Good Writing)

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Episoder(77)

HOW TO: Authentically Produce Love Island (w/ Nicholas Gloria)

HOW TO: Authentically Produce Love Island (w/ Nicholas Gloria)

This week, we sit down with reality TV producer (and Wyatt's neighbor) Nicholas Gloria to break down the art and business of producing unscripted television. From his early days at Scout Productions (...

13 Okt 1h 4min

HOW TO: Infuse Physicality Into Your Filmmaking (w/ Santi MacLean)

HOW TO: Infuse Physicality Into Your Filmmaking (w/ Santi MacLean)

This week, we sit down with filmmaker and actor Santi MacLean to get physical. Santi breaks down his acting practice, Action Theatre — a highly reactive, physical, and primal form of acting derived fr...

6 Okt 1h 1min

HOW TO: Be Scrappy, and Rapidly Become a Producer (w/ Aisling Lynch)

HOW TO: Be Scrappy, and Rapidly Become a Producer (w/ Aisling Lynch)

This week, we’re joined by producer Aisling Lynch of Fourth Wall, who moved to Los Angeles in a yellow Smart Car named Leonardo with just a couple bucks to her name — and quickly began figuring out ho...

29 Sep 1h 9min

HOW TO: Do It For Your Inner Child (w/ Wylie Anderson)

HOW TO: Do It For Your Inner Child (w/ Wylie Anderson)

Wylie Anderson RETURNS to the Pod fresh off directing Grace Guy’s DECKHAND at the Edinburgh Fringe — and fully recovered from much chaos involving international travel and visceral sickness. We also d...

22 Sep 1h 3min

HOW TO: Channel Relentless Passion (w/ David Jacobson) [RE-RELEASE]

HOW TO: Channel Relentless Passion (w/ David Jacobson) [RE-RELEASE]

(RE-RELEASE) This week, we resurface a CLASSIC episode. We sit down with David Jacobson, marketing director at Cherry Lane Theatre — freshly reopened under A24 — to talk shepherding one of downtown Ne...

15 Sep 58min

HOW TO: Take Your Show to Edinburgh and Beyond (w/ Britt Berke)

HOW TO: Take Your Show to Edinburgh and Beyond (w/ Britt Berke)

Director Britt Berke is back on the pod! Since we spoke with her last year, Britt has been BUSY— she most recently directed Ruby Karp’s solo special I DON’T TRUST ADULTS, premiering on VEEPS September...

8 Sep 1h 5min

HOW TO: Provoke, Produce, Perfect (w/ Gabriella Mykal)

HOW TO: Provoke, Produce, Perfect (w/ Gabriella Mykal)

This week, we sit down with filmmaker/visual artist Gabriella Mykal to talk about her journey from making experimental films in Texas to CalArts, where she made her first doc feature, RP — a documenta...

1 Sep 1h 24min

HOW TO: Make and Sell a Stand-Up Special (w/ Ruby Karp)

HOW TO: Make and Sell a Stand-Up Special (w/ Ruby Karp)

This week, we sit down with comedian Ruby Karp! We briefly recap Ruby's unconventional childhood (for more on that, listen to our first episode with her!); how growing up with a single mom ended up wi...

25 Aug 1h 9min

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