Annie Lederman 2.0 on TYSO – #378

Take Your Shoes Off · Episode 378 · Host: Rick Glassman · Guest: Annie Lederman · Published Nov 1 2026 · Runtime 2:23:16 · Watch: YouTube

Annie Lederman is back for her second TYSO with Rick Glassman and Alvin the dog. It is a long, open hang: her October dates, meeting Martin Lawrence through Howie Mandel, a Preston & Steve clip with Will Forte, and how she has been handling grief since her dad died. She also talks seriously about the teacher who abused her at 15 and taking him to court.

Chapters
  • 0:00 Warmer lights, a desk to sit behind, Alvin, and a Back to the Future reference to open.
  • 4:00 Rick’s tour plug, Salt Lake City, Nov 13–14, then Annie’s October dates: Anniewood and Friends at the Comedy Store, Joel McHale and Chelsea Handler, and The Soup Investigates.
  • 9:40 Comix Roadhouse at the casino, the Funny Bone and Albany, and Rick’s four spots at the Comedy Store in one week.
  • 14:20 Hitch, Will Smith, an unfinished recording and a bowling alley in Kent, Ohio.
  • 16:40 David Spade, stage outfits, Seinfeld’s suit, Trading Places and the Steve Jobs uniform.
  • 19:40 Opie and Anthony, shock jocks, Philly morning radio, and a Preston & Steve clip with Will Forte.
  • 24:20 Meeting Martin through Howie Mandel and feeling like a freshman, then Pat Sajak, Ryan Seacrest and Spade’s movies.
  • 29:50 The Critic, Annie on HBO’s Rooster, a phone call during the Browns game, and Annie’s twin brother.
  • 48:00 Life since Annie’s dad died: less pressure, signs from him and the Mankind Project.
  • 1:03:20 The Bering Strait, dogs versus cats, tipping and Annie’s waitressing days at Life Cafe.
  • 1:26:00 Her mom’s retirement community, Bobby Lee on the cruise, then the teacher who abused her at 15 and the court case. She covers it in depth on WTF with Marc Maron.
  • 1:42:20 External validation, and ayahuasca with her mom.
  • 1:49:50 Annie’s mom calls in about school, and trust.
  • 2:04:00 Kids and being an aunt, and her frozen embryos.
  • 2:12:00 Perez Hilton and Rick’s school days, South Street Tattoo and Morpheus8.
  • 2:21:10 Redoing the intro.
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People

On this episode

Rick Glassman

Host of Take Your Shoes Off. Brings Alvin the dog and plugs his last tour dates of the year: Salt Lake City, Nov 13–14 (rickglassman.com/tour). 4:00

Annie Lederman

Guest, on her second TYSO. Stand-up and podcaster who ran Anniewood and Friends at the Comedy Store in October, is a guest on HBO’s Rooster, and talks openly about grief and healing. 8:20

People mentioned

Joel McHale

On Annie’s Comedy Store lineup; she worked with him on The Soup Investigates. 8:20

Will Smith

Discussed for: Hitch (2005) — Amazon

Hitch comes up, then the story of an unfinished recording with him and a Kent, Ohio bowling alley. 14:20

David Spade

Discussed for: Tommy Boy (1995) — Amazon

His outfits and his movies come up more than once. 8:40

Jerry Seinfeld

“The way Seinfeld wears a suit”: comfort and brand. 17:00

Steve Jobs

The everyday uniform idea, so you can focus on other things. 17:20

Will Forte

In the Preston & Steve morning radio clip with Rick. 20:40

Pat Sajak

A grandma favorite, and missed. 27:00

Ryan Seacrest

“Took his job,” and has a million others. 27:00

Bobby Lee

Was on the cruise; Annie remembers talking to him when his dad died. 1:30:00

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Products

Back to the Future trilogy — The opening reference. Amazon 1:00

Hitch (2005) (rec, one of the hosts: “holds up”) — The Will Smith movie that starts the story. Amazon 14:36

Trading Places (1983) — “They just trade places” — Mortimer and Randolph. Amazon 17:20

Blue Streak (1999) — One of the Martin Lawrence movies they bring up. Amazon 25:20

Tommy Boy (1995) — David Spade’s classic. Amazon 27:20

The Benchwarmers (2006) — Another Spade movie. Amazon 27:40

The Critic — The show Rick hoped to hear named as a favorite. Annie says Jon Lovitz told her it might come back (unconfirmed). Amazon 29:50

Martin: The Complete Series — The only shows Annie’s parents let her watch were The Simpsons and Martin. Amazon 44:00

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Discussed on the show

The Soup Investigates — Annie’s spin-off of The Soup with Joel McHale. Wikipedia 9:20

Opie and Anthony — Radio guys who really pushed the limits. Wikipedia 19:40

Shock jocks — Are they still a thing? Probably not. Wikipedia 20:00

Survivor 50 — Season 50 talk, with Jeff Probst out in Fiji. Wikipedia 43:00

The Mankind Project — The men’s group behind a memorial that left an impression. Wikipedia 1:02:20

The Bering Strait — Where humans and dogs crossed over 15,000 to 20,000 years ago. Wikipedia 1:03:20

WTF with Marc Maron — Where Annie told the full story of the abuse and the court case. Wikipedia 1:33:00

Ayahuasca — Annie did it with her mom a couple of weeks before taping, after doing it in Brazil when her dad died. Wikipedia 1:42:20

The Girl with the Dragon Tattoo — Title used in a joke. 40:39

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Places

Salt Lake City, Utah — Rick’s last scheduled tour dates of the year, Nov 13–14. 4:00

The Comedy Store, Los Angeles (Official site) — where Annie ran Anniewood and Friends; Rick did four spots there this week (16:32). 8:20

Comix Roadhouse at Mohegan Sun, Uncasville, Connecticut (Official site) — Annie’s casino weekend. 9:50

Kent, Ohio — the bowling alley in the Will Smith story. 14:40

Philadelphia — morning radio with Preston & Steve. 20:00

Fiji — where Survivor 50 was filmed. 43:00

Tompkins Square Park, New York — where Life Cafe, Annie’s old brunch spot, used to be. 1:14:20

South Street, Philadelphia — the tattoo shop from Annie’s teenage piercing story. 2:13:40

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