The Tom Flip Key West Podcast

Tom Flip

4.9 (39)
ARTS
UPDATED MONTHLY

The Tom Flip Key West Podcast

Weekly interviews of Key West Florida's most interesting people.

APR 9

#180 Lauren Thompson

Lauren Thompson is an Actor, Dancer, Director, Yoga Teacher, you get the point. We discuss traveling the world via yacht, grandma guilt, Cuban Italian relations, board games, conch fears, we should have been Lawyers, water or concrete, bleached buttholes, the last of the Cuban Breads, prep before paint, my kind of asshole, ghosts, drama camp and more.

1h 25m
APR 1

#179 Mike Kenna

Mike Kenna is a Builder running for Miss Island Queen 2025. We discuss cooking in Chicago leading to Key West, bartending at the Green Parrot, starting a construction company, you may find yourself at 5 Brothers, Rock the Block, Drag Queen prep work, cashing in on favors in KW, the old divide and conquer, tip and tip again and more.

1h 40m
MAR 24

#178 Christopher Aiello

Christopher James Aiello is a Professional Pirate. We discuss everything except being a Pirate, go figure.

1h 24m
MAR 3

#175 Gwen Filosa

Award winning reporter Gwen Filosa is back. We discuss being the Key West Media Mommy, floods and the flu, lesbian dating pools, the superbowl, knife time, first amendment auditors, 180 degree Karens, darkroom days, X-mas eve, Kevin muse, the straight lady safety net, the golden age of newspapers, pre-pardons, Louis CK in KW and more...

1h 30m
FEB 12

#174 Alex Kennedy

Alex Kennedy is a Key West Mom with opinions. We discuss DINKS, the sadness of Keys Real Estate, early child care, the magic shot, crossfit bs, the shallow dating pool, the eldest daughter, Survivor, forced childhood friends, Mullet time and more.

2h 7m
FEB 3

#173 Lucy Hawk

Lucy Hawk is an artist specializing in Paper Cutting. We discuss the parrot apartment, Mallory Square start, prints are where it's at, Sacred Space, Covid flashbacks, paper cutting process, does the art math, the favor economy, lost magic and more.

1h 36m
JAN 27

#172 Guy Hermelin

Guy Hermelin is an Artist and Fashion Designer. We discuss going to Art School In Los Angeles, Fantasy Fest yesteryear, the Head Dress Ball, AI art, the Real Housewives of Key West, the lost and found runway show, Musk salute, the Wearable Arts Fashion Show and more.

1h 31m
JAN 21

#171 Aubrey Urban

Aubrey Urban is a Comedian often found at Comedy Key West. We discuss dairy farming in the mountains, from scoby wrangling to front desk work, one rainy night at Johnny's, The Comedy Music Jam, death by black hole, Conch Jim, 2024 was forgettable and more.

1h 17m

4.9

out of 5

39 Ratings

Weekly interviews of Key West Florida's most interesting people.

Creator

Tom Flip
Years Active

2020 - 2025
Episodes

185
Rating

Explicit
Copyright

© 2025 The Tom Flip Key West Podcast
Show Website

The Tom Flip Key West Podcast