
Ignore The Gatekeepers & Do Work That Matters… NOW
Rich Roll
Sep 1, 2025

Episode description
Jay Duplass is a filmmaker and mumblecore pioneer. Michael Strassner is a comedian and the protagonist of "The Baltimorons." We discuss solo directing after 14 years, sobriety as creative fuel, guerrilla filmmaking, and serving stories over ego. READ MORE👉 http://bit.ly/richroll933
✌🏼🌱 - Rich
This Episode Is Brought To You By…
Bon Charge: Save 15% on my favorite wellness products👉 https://bit.ly/boncharge2025
On: High-performance shoes & apparel crafted for comfort and style👉https://bit.ly/ONXRRP2025
Seed: Save 25% OFF your first order 👉https://bit.ly/seedxrrp2025
Squarespace: Use code RichRoll to save 10% off 👉 https://bit.ly/squarespace2025
Check out all of the amazing discounts from our Sponsors 👉🏾 https://bit.ly/rrpsponsors
LISTEN / SUBSCRIBE TO THE PODCAST
Apple Podcasts: http://bit.ly/rrpitunes
Spotify: http://bit.ly/rrpspotify
Google: http://bit.ly/rrpgooglepods
Meal Planner: http://meals.richroll.com
Voicing Change Book: http://richroll.com/vc
Clips Channel: https://www.youtube.com/c/RichRollPodcastClips
Newsletter: http://bit.ly/rollcallemail
CHAPTERS
00:00:00 Intro
00:00:45 Make Movies, Not Meetings” Philosophy
00:02:52 Jay’s Transition to Solo Directing
00:04:55 Meeting Michael: Instagram Connection & Collaboration
00:07:32 Michael’s Sobriety & Manifesting the Film
00:09:09 Building the Film from Real Life & Baltimore Locations
00:11:50 Serving the Audience & Earnestness in the Film
00:13:48 Making the Movie on a Shoestring & Self-Fulfillment
00:15:29 Power Moves & Democratization of Filmmaking
00:16:36 Persistence, Attrition, and the Myth of Overnight Success
00:19:13 Distribution Success & Audience Awards
00:20:05 Sponsor Break
00:22:06 Michael’s Backstory: Addiction, Comedy, and Early Life
00:26:01 Rock Bottom, Sobriety, and Recovery
00:29:46 Comedy, Sobriety, and Fear of Losing Humor
00:32:52 Early Sobriety & Vulnerability in the Film
00:42:53 Family, Loss, and Generational Change
00:45:47 Authenticity & Humility in Performance
00:48:27 Sponsor Break
00:51:04 Jay Duplass’s Running & Overcommitment
00:53:55 Duplass Brothers’ Upbringing & Entry into Film
00:56:56 Finding Their Filmmaking Voice & The Puffy Chair
00:58:22 Crafting a Story That Works
01:00:37 Shooting in Baltimore: Permits & Local Support
01:03:49 John Waters, Baltimore, and Local Legends
01:06:53 Filmmaking Rules: Make Bad Art, Find Your Voice
01:09:34 Mumblecore Origins & Digital Video Revolution
01:12:51 Every Film Feels Like a Disaster
01:16:53 YouTube, New Platforms, and Changing Industry
01:21:29 Turning Down Hollywood Franchises & Staying True
01:24:31 Balancing Art, Money, and Lifestyle
01:27:16 Collaboration, Feedback, and Creative Process
01:32:38 Creator vs. Destroyer: Editing and Letting Go
01:38:54 Acting, Casting, and Emotional Availability
01:43:06 Jay’s Acting Journey & Industry Role
01:49:55 Creativity, Sobriety, and Presence
01:53:14 Duplass Brothers’ Evolution & Conscious Uncoupling
01:58:49 Yearning for Authentic, Human Stories
02:00:10 Cultural Mythology, Superheroes, and Storytelling
02:06:39 Advice for Aspiring Artists: Don’t Give Up
02:09:19 Making Good Days & Prioritizing Art
02:14:36 Podcast Wrap-Up & Upcoming Film Release
CONNECT WITH RICH
✩ Website - http://richroll.com
✩ Rich Roll Podcast - https://richroll.com/all-episodes/
✩ Instagram - https://www.instagram.com/richroll/
✩ Twitter - https://twitter.com/richroll
✩ Facebook - https://www.facebook.com/richrollfans
✩ Strava - https://www.strava.com/athletes/14443?oq=rich
✩ Memoir: Finding Ultra - https://www.richroll.com/shop/books/finding-ultra/
✩ Meals - http://meals.richroll.com
✩ Cook - The Plantpower Way - https://www.richroll.com/shop/books/the-plantpower-way-signed/
✩ Italian! - The Plantpower Way: Italia - https://www.richroll.com/shop/books/the-plantpower-way-italia-signed/
✩ Support - https://www.patreon.com/richroll
FILMED AND EDITED BY DAN DRAKE
https://www.dandrake333.com/
* * * * *
NEW TO RICH?
Hi I'm Rich Roll. I'm a vegan ultra-endurance athlete, author, podcaster, public speaker & wellness evangelist. But mainly I'm a dad of four. If you want to know more, visit my website or check out these two the NY Times articles:
http://bit.ly/otillonyt
http://bit.ly/vegansglam
I LOVE MAIL! SEND IT HERE:
2630 Conejo Spectrum St.
Thousand Oaks, CA 91320
#richroll #richrollpodcast
Episode description
Jay Duplass is a filmmaker and mumblecore pioneer. Michael Strassner is a comedian and the protagonist of "The Baltimorons." We discuss solo directing after 14 years, sobriety as creative fuel, guerrilla filmmaking, and serving stories over ego. READ MORE👉 http://bit.ly/richroll933
✌🏼🌱 - Rich
This Episode Is Brought To You By…
Bon Charge: Save 15% on my favorite wellness products👉 https://bit.ly/boncharge2025
On: High-performance shoes & apparel crafted for comfort and style👉https://bit.ly/ONXRRP2025
Seed: Save 25% OFF your first order 👉https://bit.ly/seedxrrp2025
Squarespace: Use code RichRoll to save 10% off 👉 https://bit.ly/squarespace2025
Check out all of the amazing discounts from our Sponsors 👉🏾 https://bit.ly/rrpsponsors
LISTEN / SUBSCRIBE TO THE PODCAST
Apple Podcasts: http://bit.ly/rrpitunes
Spotify: http://bit.ly/rrpspotify
Google: http://bit.ly/rrpgooglepods
Meal Planner: http://meals.richroll.com
Voicing Change Book: http://richroll.com/vc
Clips Channel: https://www.youtube.com/c/RichRollPodcastClips
Newsletter: http://bit.ly/rollcallemail
CHAPTERS
00:00:00 Intro
00:00:45 Make Movies, Not Meetings” Philosophy
00:02:52 Jay’s Transition to Solo Directing
00:04:55 Meeting Michael: Instagram Connection & Collaboration
00:07:32 Michael’s Sobriety & Manifesting the Film
00:09:09 Building the Film from Real Life & Baltimore Locations
00:11:50 Serving the Audience & Earnestness in the Film
00:13:48 Making the Movie on a Shoestring & Self-Fulfillment
00:15:29 Power Moves & Democratization of Filmmaking
00:16:36 Persistence, Attrition, and the Myth of Overnight Success
00:19:13 Distribution Success & Audience Awards
00:20:05 Sponsor Break
00:22:06 Michael’s Backstory: Addiction, Comedy, and Early Life
00:26:01 Rock Bottom, Sobriety, and Recovery
00:29:46 Comedy, Sobriety, and Fear of Losing Humor
00:32:52 Early Sobriety & Vulnerability in the Film
00:42:53 Family, Loss, and Generational Change
00:45:47 Authenticity & Humility in Performance
00:48:27 Sponsor Break
00:51:04 Jay Duplass’s Running & Overcommitment
00:53:55 Duplass Brothers’ Upbringing & Entry into Film
00:56:56 Finding Their Filmmaking Voice & The Puffy Chair
00:58:22 Crafting a Story That Works
01:00:37 Shooting in Baltimore: Permits & Local Support
01:03:49 John Waters, Baltimore, and Local Legends
01:06:53 Filmmaking Rules: Make Bad Art, Find Your Voice
01:09:34 Mumblecore Origins & Digital Video Revolution
01:12:51 Every Film Feels Like a Disaster
01:16:53 YouTube, New Platforms, and Changing Industry
01:21:29 Turning Down Hollywood Franchises & Staying True
01:24:31 Balancing Art, Money, and Lifestyle
01:27:16 Collaboration, Feedback, and Creative Process
01:32:38 Creator vs. Destroyer: Editing and Letting Go
01:38:54 Acting, Casting, and Emotional Availability
01:43:06 Jay’s Acting Journey & Industry Role
01:49:55 Creativity, Sobriety, and Presence
01:53:14 Duplass Brothers’ Evolution & Conscious Uncoupling
01:58:49 Yearning for Authentic, Human Stories
02:00:10 Cultural Mythology, Superheroes, and Storytelling
02:06:39 Advice for Aspiring Artists: Don’t Give Up
02:09:19 Making Good Days & Prioritizing Art
02:14:36 Podcast Wrap-Up & Upcoming Film Release
CONNECT WITH RICH
✩ Website - http://richroll.com
✩ Rich Roll Podcast - https://richroll.com/all-episodes/
✩ Instagram - https://www.instagram.com/richroll/
✩ Twitter - https://twitter.com/richroll
✩ Facebook - https://www.facebook.com/richrollfans
✩ Strava - https://www.strava.com/athletes/14443?oq=rich
✩ Memoir: Finding Ultra - https://www.richroll.com/shop/books/finding-ultra/
✩ Meals - http://meals.richroll.com
✩ Cook - The Plantpower Way - https://www.richroll.com/shop/books/the-plantpower-way-signed/
✩ Italian! - The Plantpower Way: Italia - https://www.richroll.com/shop/books/the-plantpower-way-italia-signed/
✩ Support - https://www.patreon.com/richroll
FILMED AND EDITED BY DAN DRAKE
https://www.dandrake333.com/
* * * * *
NEW TO RICH?
Hi I'm Rich Roll. I'm a vegan ultra-endurance athlete, author, podcaster, public speaker & wellness evangelist. But mainly I'm a dad of four. If you want to know more, visit my website or check out these two the NY Times articles:
http://bit.ly/otillonyt
http://bit.ly/vegansglam
I LOVE MAIL! SEND IT HERE:
2630 Conejo Spectrum St.
Thousand Oaks, CA 91320
#richroll #richrollpodcast
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