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July 9, 2025 40 secs

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The Boombox Guy Grows Up: Lloyd Dobler Returns as Middle-Aged Meditation Teacher

"The Tao of Lloyd" Imagines What Happened to the Say Anything Icon After 35 Years

Boston, MA – What happened to Lloyd Dobler after he got on that plane to London? The new satirical podcast The Tao of Lloyd answers that question by imagining the beloved boombox-wielding romantic from Say Anythingas a middle-aged spiritual teacher offering "sort-of guided meditations" for modern anxiety. Created and performed by Boston-based writer and critically acclaimed Edinburgh Fringe performer Dennis Trainor Jr., the podcast picks up Lloyd's story decades later, revealing a character who has lived through heartbreak, political activism, and spiritual seeking—emerging as an unlikely guide for navigating contemporary chaos.

Now Lloyd offers "mixtapes of sacred refusal and midlife mischief, broadcast from the burned-out cassette deck of the multiverse" through 10-15 minute episodes that blend Taoist wisdom, political commentary, and Gen X nostalgia.

Press Materials: https://www.taooflloyd.com/press


The Anti-Guru for the Anxious Generation

This approach taps into a cultural moment where audiences are seeking authentic guidance without commercialized wellness culture. Lloyd's meditations are frequently interrupted by his own "monkey mind"—spiraling thoughts about everything from Starbucks baristas to algorithms to climate collapse—making the spiritual practice feel accessible to skeptics.

Nostalgic Character Evolution Meets Audio Innovation

The Tao of Lloyd is not simply a nostalgic character revival, rather, it  takes the unique approach of imagining authentic growth and change rather than simply recycling familiar beats. The podcast uses the beloved character as a vehicle for exploring how Gen X idealism has evolved in the face of political disillusionment and spiritual seeking.

Creator Brings Theatrical Credentials to Audio

Dennis Trainor Jr. brings serious entertainment credentials to the project. His Edinburgh Fringe hit Manifest Destiny's Child was called "a refreshingly self-aware and honest perspective" by The Scotsman, and his solo performance work has earned critical acclaim across regional and international stages. His documentary, American Autumn, about Occupy Wall Street, was praised by The New York Times as "calm and smart, offsetting its stridency with discussion, music, even humor." As the creator and host of the nationally syndicated programs Acronym TV and The Resistance Report, he has demonstrated an ability to blend political commentary with entertainment value.

The podcast's tagline—"From the edge of empire and the center of self"—captures its unique position at the intersection of personal transformation and cultural commentary.

About The Tao of Lloyd

The Tao of Lloyd is a satirical first-person audio podcast featuring the fictional Lloyd Dobler as a middle-aged spiritual teacher navigating contemporary political and cultural chaos. Episodes blend meditation guidance, philosophical reflection, and pop culture commentary through the lens of one of cinema's most beloved romantic characters.

New episodes are released weekly on Tuesdays and are available on all major podcast platforms.

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