Ignore The Gatekeepers & Make Your Art 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

Mindsip insights from this episode:

Establish a powerful 4 AM routine for sobriety and success

A powerful morning routine for sobriety and success involves waking at 4 AM for prayer, meditation, journaling, reading, exercise, writing, and a meeting.

Utilize capsule-in-capsule probiotics for effective delivery

Seed's DS-01 probiotic uses a capsule-in-capsule system designed to survive stomach acid and deliver its 24 strains intact to the colon.

Embrace sobriety to unlock authentic creativity

The belief that drugs and alcohol are a portal to creativity is a myth; sobriety can actually lead to better and more authentic work.

Incorporate Boncharge red light mask for effective skincare routine

The Boncharge red light face mask is a science-backed, convenient tool for a daily skincare routine that supports the body's largest organ.

Prioritize creating over discussing to foster compulsive creativity

Adopt a philosophy of 'compulsive creativity' where you prioritize the act of creating over just talking about creating.

Persevere through challenges to witness miraculous transformations

In sobriety and life, it's crucial to stay the course through the hardest moments, because you might be on the verge of a miraculous transformation.

Reevaluate superhero narratives to address cultural myths

Our cultural mythology is broken, represented by superhero movies that push a dangerous narrative of good people killing bad people to solve problems.

Give your film to the audience for true connection

The process of making a great film is about gradually giving it away until it no longer belongs to the creator but 100% to the audience.

Embrace creating bad art to achieve greatness

Aspiring artists should embrace making a lot of bad art, as it's a necessary process of attrition before you can create something truly great.

Prioritize recovery to avoid burnout from daily running

Running every day, even for an enthusiast, can drive your body into the ground if you don't have the time and energy for proper support and recovery.

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© Mindsip 2025 – Made with ❤ in Vilnius