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May 13, 2025 83 mins
In this laugh-filled and thought-provoking episode of Billified: The Bill Moran Podcast, comedian, bartender, and Uber driver Doug Phelps returns to the studio—and Bill kicks things off with a surprise: playing “Glory Days” in honor of a newly gifted VHS tape of one of Doug’s high school wrestling matches! Is this Doug’s trip back in time or just a reminder that digitizing old memories isn’t as easy as it sounds?

From wrestling tapes to wrestling with technology, the duo dives into a generational tug-of-war—touching on self-checkout lane psychology, living alone with gout, and the hazards of aging without a fall alert system. Bill wonders if Doug will ever find someone to grow old with, or if he’s simply too set in his ways.

Doug also shares a wild (and disturbing) story overheard from an Uber passenger—what would you have done in that situation? The conversation twists through modern education, parenting philosophies, phone use while driving, deviled egg entrepreneurship, and even the societal double standards around gender and sexual fluidity.

Can Doug ever find someone who’ll love him and his sponge paintings? Is it possible that deep beneath Doug’s crusty, comedic exterior lies a nougaty center? Find out in this revealing and unfiltered episode.
Topics include:
  • High school wrestling flashbacks on VHS
  • The generational gap in tech and grocery stores
  • Doug’s lonely battle with gout
  • Wild Uber confessions
  • Deviled eggs for Memorial Day
  • Double standards in gender and sexuality
  • The lost art of sponge painting
    …and much more!

Listen in, laugh hard, and decide for yourself: Is Doug crossing the line—or just keeping it real?

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