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The Tom Flip Key West Podcast
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The Tom Flip Key West Podcast

Author: Tom Flip

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Weekly interviews of Key West Florida's most interesting people.
185 Episodes
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#180 Lauren Thompson

#180 Lauren Thompson

2025-04-0901:24:48

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.
#179 Mike Kenna

#179 Mike Kenna

2025-04-0101:40:05

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.
#178 Christopher Aiello

#178 Christopher Aiello

2025-03-2401:24:12

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

#175 Gwen Filosa

2025-03-0301:30:15

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...
#174 Alex Kennedy

#174 Alex Kennedy

2025-02-1202:06:51

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.
#173 Lucy Hawk

#173 Lucy Hawk

2025-02-0301:35:43

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.
#172  Guy Hermelin

#172 Guy Hermelin

2025-01-2701:31:02

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.
#171 Aubrey Urban

#171 Aubrey Urban

2025-01-2101:17:09

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.
#170 Chris McNulty

#170 Chris McNulty

2024-11-1901:50:47

Chris McNulty is a Queer Community leader. We discuss Astrology, Queer Theory, Catholicism, C section birth charts, dancing Donnie, celebration vs help, Gay voting statistics, the Florida political barometer, Queer Keys, the quality of healthcare in the Keys, how the Dems F'd up and more.
#169 David Sloan

#169 David Sloan

2024-10-1701:41:25

David Sloan is a prolific Author and owner of Key West Ghost Hunt. We discuss Ghosts, Robert The Doll, Fantasy Fest 2024, Ween, Aliens, Bum Farto, being raised Catholic, The Portal and more. Thanks to my sponsors @www.keyscoffee.co @www.22andco.com @www.stonesoupgallery.com
#168 Jordan Upchurch

#168 Jordan Upchurch

2024-09-2001:32:36

Jordan Upchurch is The Social Content Creator of Key West. We discuss finding home on The American Road Trip, the Buffett legacy, the Facebook fall, Fantasy Fest prep, Gwensday, the perfect Jordan date, the I'm Still Standing music video, drop the shoe and more. Thanks to my sponsors @www.keyscoffee.co @www.22andco.com @www.stonesoupgallery.com @www.kwinternationaldancecompany.com
#167 Dan Krysa

#167 Dan Krysa

2024-09-1301:18:07

Dan Krysa is a Composer and Songwriter. We discuss moving from Brooklyn to Key West, weird jobs, night dwelling, slapping that bass, the monkey man, stolen music equipment, golf, scoring a musical, touring bands, baseball, the It's Always Sunny party at 22&co and more. This episode is sponsored by kwinternationaldancecompany.com The creative team that brought you BUM FARTO The Musical is featuring a new original world premiere of Gate 54B, an exciting tango show with an intriguing story...
#164 Sean Brandenburg

#164 Sean Brandenburg

2024-08-2102:00:38

Sean Brandenburg is the Chief of Police in Key West. We discuss mutual friends, landing in KW via Indiana, working on horseback and with dogs, everybody gets tased, the E-Bike situation, I ask about very specific traffic laws, how does one become the Chief, Hollywood cop questions, the Covid era, Florida gun laws, COPS the tv show in KW and a bunch more.
#165 Kristyn LaMoia

#165 Kristyn LaMoia

2024-05-1401:33:06

Death and Dopamine recap show. We discuss our recent gallery opening at Salt, thank those involved and take a trip down memory lane.
#10 Kerryn Feehan

#10 Kerryn Feehan

2024-03-1801:04:43

Kerryn Feehan is a Stand Up Comedian and OnlyFans sensation. We discuss the Joe List Tom Dustin connections, the brave new Austin, service industry talk, bringing your mother to Key West, making that money on OF, Skank Fest and more.
Keith Thomas is my cousin and we have not seen each other in decades. I sat down with him and his new wife Sheila De Forest to discuss his new marriage, growing up as a burnout in New Jersey, working in Costa Rica, the dreadlocked vegetarian Easter of 87, running for Mayor of New Brunswick, kindergarten activism, the boomers need to let go, owning class vs working class and so much more. Thanks to my sponsors @www.keyscoffee.co @www.22andco.com @www.stonesoupgallery.com
#161 Adam Goble

#161 Adam Goble

2024-01-2801:12:30

Adam Goble AKA Lola Palooza is a drag queen visiting from Indianapolis. We discuss enjoying the Key West life, Bob's Burgers origins, The Muppets, veteran queen help, the pronoun movement, drag names, club kids and more. Thanks to my sponsors @www.keyscoffee.co @www.22andco.com @www.stonesoupgallery.com
#160 Dr. Louis De Palma

#160 Dr. Louis De Palma

2023-10-0401:39:24

Dr. Louis De Palma is a chiropractor and enzyme expert. We discuss the average stress level of New Jersey, it starts with self love, kill your ego or not, find you own peace, moving the organic goalpost, more protein less refined carbs, public service announcements of the 80's, selling the world to the devil, boomer turn, canned meats are the worst, ice plunge trend, old man smell, fecal transplants and more. Thanks to my sponsors @www.keyscoffee.co @www.22andco.com @www.stone...
Joe Larson is a comedian and Andrew Schulz sells coffee and antiques. We discuss divorce paperwork, hipster coffee shops of Brooklyn, throats dicks and eyes the Krav Maga story, buttholes on Christmas morning, uncle gym coach, Charlie Murphy in Utah, Andy loves poetry, the greatness of NJ and more.
#158 Darragh Nolan

#158 Darragh Nolan

2023-09-2001:27:19

Darragh Nolan is originally from Ireland but arrived in Key West via Boston, go figure. We discuss making the plan to move to The Conch Republic, the physical abuse of the hospitality industry, Heads Up Key West 2023, what happened to Polish jokes, Hohokus NJ, Diner life, the Iron Maiden Adams of Boston, the price of pro Baseball, the worth of a dollar and more. Thanks to my sponsors @www.keyscoffee.co @www.22andco.com @www.pokeintherear.com @www.stonesoupgallery.com
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Comments (1)

steve harwood

Love the podcasts, Tom. I listen to two a day in my travels up here in Grosse Pointe, Michigan. keep up the great work. We'll be down again in April and maybe we'll stop and see you.... with tip money!

Mar 9th
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