Rachel Dratch on SNL, 30 Rock & Countess Luann Cabaret
04/05/2026 | 52 mins.
Jess is joined by RACHEL DRATCH — beloved for her seven-season run on Saturday Night Live. Topics: Rachel's decades-long friendship with TINA FEY, her SNL casting story, being replaced by JANE KRAKOWSKI on 30 ROCK, and the surprise of discovering she was pregnant at 43. Plus: WINE COUNTRY, inspired by her real-life 50th birthday trip, and performing in COUNTESS LUANN's cabaret debut at 54 Below.
⭐ IG: @jessxnyc | @raedratch
⭐ Jess' docu-series on the history, mystique & lore of Fire Island — Finding Fire Island
Ballroom Culture, POSE & How a Ryan Murphy Show Gets Made (w/ POSE's Steven Canals)
06/04/2026 | 49 mins.
Jess is joined by the co-creator / writer / director of the FX series POSE — STEVEN CANALS! Canals discusses the series' inspiration via the landmark documentary PARIS IS BURNING and getting the script into RYAN MURPHY's hands. We discuss ballroom culture, Houses, "Vogue," and the series' music placements. We also discuss the casting of MJ Rodriguez (Blanca), Indya Moore (Angel) and Sandra Bernhard.
⭐ IG: @jessxnyc
⭐ Jess' docu-series on the history, mystique & lore of Fire Island — Finding Fire Island
Amber Martin on Bette Midler at The Baths, Touring w/ Scissor Sisters & more
30/03/2026 | 51 mins.
Jess is joined by performance artist and rocker AMBER MARTIN (@msambermartin)! Topics — the origins of her Bette Midler at the Continental Baths show "Bette, Bathhouse & Beyond," winning the NYC artist housing lottery at Manhattan Plaza, touring with the Scissor Sisters, the Allways Cabaret in New Orleans, working as a flight attendant, radical faeries and more!
⭐ IG: @jessxnyc | @msambermartin
⭐ Jess' docu-series on the history, mystique & lore of Fire Island — Finding Fire Island
Hedda Lettuce on Madonna, Kim Cattrall & Surviving Drag
09/03/2026 | 54 mins.
Jess welcomes beloved NYC drag legend HEDDA LETTUCE, boots on the ground in Puerto Vallarta after the recent cartel attack. Topics — Playing Kim Cattrall's ex-boyfriend on Sex and the City on stage with Madonna at the 1999 MTV VMAs, neighbors with Quentin Crisp, and cult movies at Chelsea Clearview Cinema. Plus — Shirley Q. Liquor, Heather Locklear at Cherry's on the Bay, and Hedda's journey from rock bottom in Provincetown to reigning on Fire Island—and now wintering in Puerto Vallarta.
⭐ IG: @jessxnyc | @heddalettuceofficial
⭐ Jess' docu-series on the history, mystique & lore of Fire Island — Finding Fire Island
Jonah Wheeler on Quitting Broadway to Become a S*x Work Sensation
23/02/2026 | 50 mins.
Jess is joined by Broadway composer / orchestrator / adult star JONAH WEELER! (@showoffjonah). Topics — blind items about this worst Broadway experiences, music directing Sweeney Todd Off Broadway and the final straw that pushed him toward a full-on career pivot to OnlyFans. Plus: beating Instagram censorship, creating a new cabaret about that pivot with partner John Coons, the origin story of his p*rn name "Jonah Weeler" (he is the artist formerly known as Matt Aument) and more!
⭐ IG: @jessxnyc
⭐ Jonah Weeler & John Coons in NYC - Mar 22
⭐ Jess' docu-series on the history, mystique & lore of Fire Island — Finding Fire Island
Podcast serving quick hits & deep cuts on LGBT pop iconography & NYC culture. Recent guests include Rosie O'Donnell, Sandra Bernhard, Fortune Feimster, Roxane Gay, Fran Drescher, Isaac Mizrahi, Lea DeLaria, Melissa Etheridge, Rachel Dratch, Gina Gershon, Margaret Cho, L Word creator Ilene Chaiken, Jenifer Lewis, Judy Gold, Mario Cantone, Michael Musto & more!