Podcast: Play in new window | Download | Embed
A director without his brother. A comedian without his bottle. A belt that wouldn’t hold. A partnership that couldn’t last.
Sometimes the universe breaks you perfectly—right along the lines where the light needs to get in.
In Baltimore, two displaced artists discovered that permission is a prison and breaking out only requires one thing: beginning before you’re ready.
My guests today are Jay Duplass and Michael Strassner, two artists whose paths converged through Instagram DMs to create something anachronistic in today’s film landscape. Jay, co-architect of the mumblecore movement and one-half of the Duplass Brothers filmmaking partnership, returns to solo directing after 14 years with The Baltimorons. Michael, a comedian whose journey from The Groundlings to rock bottom to seven years sober, stars in this semi-autobiographical exploration of early recovery.
“I did not want to be sober. I was so afraid of what life looked like without this thing that I had for so long.”
– MICHAEL STRASSNER
Today, we discuss:
- Jay’s 14-Year Solo Directing Journey
- Michael’s Path From Rock Bottom to Recovery
- Making Movies Without Hollywood Permission
- The Myth of Substances Fueling Creativity
- Why Vulnerability Is The Ultimate Superpower
- The ZTP Foundation honoring Zachary T. Paff
For those who prefer a visual experience, the conversation is available on YouTube. As always, the audio version streams wild and free on Apple Podcasts and Spotify.
Peace + Plants,
Listen, Watch, & Subscribe
Seed: Stewarding the future of how we will use bacteria to restore and sustain human and planetary health, Seed’s DS-01® Daily Synbiotic combines 24 clinically verified and naturally-occurring, probiotic strains with plant-based prebiotics. Visit seed.com/RichRoll and use code RICHROLL25 for 25% OFF your first order.
Squarespace: The easiest way to create a beautiful website, blog, or online store for you and your ideas. Visit Squarespace.com/RichRoll for a FREE trial, and when you’re ready to launch, use the offer code RichRoll to save 10% off your first purchase of a website or domain.
BON CHARGE: The world’s widest range of wellness products designed to help you sleep better, recover faster, and boost your overall well-being. My favorite is their Red Light Face Mask—check out all of their premium offerings at boncharge.com and use code RICHROLL to save 15% OFF.
ROKA: Cutting-edge eyewear & apparel built for top performance. Ultralight construction. Arms-Up Design. Official USAT Partner. If you’re active like me and wear prescription eyeglasses and sunglasses, ROKA combines the no-slip performance you’ve been waiting for with fashionable frames. Unlock 20% OFF your order with code RICHROLL at ROKA.com/RICHROLL.
The Sprouting Company: The team at The Sprouting Company have put together something special for this community: 10% off to get you started, and a free copy of “The Sprout Book” for the first 1,000 orders. Just go to thesproutingcompany.com/richroll and use the code RICHROLL.
On: Swiss engineering at its finest, On crafts high-performance shoes and apparel crafted for comfort and style. Tested by world-class athletes, this gear is built to go the distance, so you can go all out, outdoors. Head over to on.com/richroll.
- Connect with Michael: Instagram | TikTok | Facebook | X
- IMDb: Michael Strassner
- IMDb: The Baltimorons
- The ZTP Foundation: honors the memory of Michael’s brother Zachary T. Paff, who tragically lost his life after a battle with addiction.
- Connect with Jay: Instagram
- IMDb: Jay Duplass
- Article: The Guardian: Jay Duplass: ‘Rocky is my favourite movie of all time. I’ve seen that film probably 20 times’
There are a few simple ways you can support the show and the content we strive to craft and share every single week
Subscribe & Review: Please make sure to review, share comments and subscribe to the show on the various platforms (Apple Podcasts, YouTube & Spotify). This helps tremendously!
Patronize Our Sponsors: Supporting the companies that support the show! For a complete list of all RRP sponsors and their respective vanity URLs and discount codes, click the ‘Sponsors’ tab in the ‘Shop’ menu.
Spread The Word: Help grow our reach by sharing your enthusiasm for the podcast and/or your favorite episodes by posting about it on social media.
Thank The Team: I do not do this alone. Send your love to Jason Camiolo for audio engineering, production, show notes and interstitial music; with additional audio engineering by Cale Curtis and additional music by Moby; Dan Drake & Morgan McCrae for video, & editing; graphics by graphics by Alejandro Ribadeneira & Bryan Lawrence; portraits by Davy Greenberg; copywriting by Ben Pryor; and theme music by Tyler Piatt, Trapper Piatt & Hari Mathis.
Amazon Disclosure: Third-party books and products denoted on this page and website may be hyperlinked to the Amazon affiliate program. We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites.








