Tom Flip

The Tom Flip Key West Podcast

Arts EN ↓ 185 episodes

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

Author

Tom Flip

Category

Arts

Latest episode

Apr 9, 2025

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Episodes

#109 Erin McKenna 04.04.2022

Erin McKenna is the owner of Love Cheeky a Key West Apothecary company. We discuss pretending to be shy, Jersey Coffee on Lazyway Ln, sassy drag queens leading to life changes, Long Island, burlesque stuff, the slap, air conditioner in a bottle, neighborhood pizzerias, dog bacon math, sleep talking with attitude, wrap it in the tinfoil ya know, being too busy, I'm not yelling it's just t...

#108 Kristyn LaMoia 30.03.2022

Kristyn LaMoia is a Key West Artist and that's a lovely thing to be. We discuss tutu party attire, quoting Prince, wasting time on social media, summer travels, taking out the taser, Harry Potter is a little scary, societal expectations after 30, upcoming art shows, the many faces of Frank Reynolds, I wear a lot of black, traveling to the motherland, my favorite meal, dude review, lenticular...

#107 Karrie Carnes 28.03.2022

Karrie Carnes is an OG Key West Burlesque performer that hikes around the the Pacific Northwest. We discuss being a federal employee and burlesque performer, carpet tape vs spirit gum, working in a hostile work environment, sketchy building practices in the Keys, trading your paddle board for hiking boots, the LDS church, getting sponsored by a Swedish apparel company, nudity is a protected form o...

#106 Monty McMonigle 21.03.2022

Monty McMonigle is a Jet Fighter Pilot. We discuss getting to Key West via Nevada, Mig's vs F-5's, the visual arena is where it all happens, the element of surprise is key, the focus of a 10 year pilot, living the Top Gun plot, people join the navy but can't swim, becoming an adversary pilot, getting shot at in a jet, what's happening in the Ukraine, landing on a aircraft carri...

#105 Christopher Massicotte 18.03.2022

Christopher Massicotte is the founder of Duval Street Media. We discuss the messy cruise ship situation, DeSantis vs Trump 2024, the Don't Say Gay bullshit, the wealthy and everyone else, mom and pop businesses say goodbye, Duval Street t-shirt shop math, marketing island time, extinction leading to progress, regulating the housing problem, $50 Key West min wage, no luxury car dealerships, fr...

#104 Michael Blades 15.03.2022

Michael Blades is the Logistics Director at RPM Nautical Foundation. We discuss not going to law school, Key West in the 90's, the Duval Street T-shirt shop mystery, working for a nonprofit, bow rams, supporting the arts, the good old days of burlesque, Fantasy Fest turned gross, the Indy 500, seeing Prince perform in a bar twice, taking advantage of the hot market, Judy Blume and Punk Docume...

#103 Dave Strobele 09.03.2022

Dave Strobele is the owner of Dave's Not Here Man on Greene St. We discuss operating a legal hemp business, having that bad back, not watching tv for your health, insane real estate grabs, WWIII, Epstein and his French pimp are with Elvis, Lisa Frank, the legal Marijuana future, intelligent goldfish, governmental Brinks truck robberies, bartenders buying houses and more. Thanks to my sponsors...

#102 Susannah Wells 04.03.2022

Susannah Wells is an ACTOR! We discuss podcasting outside, being Miss Scarlet, the 2022 Tu-Tu Party, closing down the bar, what's a weekend, regional dip policies, snot rockets, collegiate swimming, stick shifts, bread and circuses, high stress low pay jobs, $5000 a month 2br apartments, roller skates and more... Thanks to my sponsors @www.keyscoffee.co  @www.22andco.com @www.pokeintherear.co...

#101 Claire and Keith 25.02.2022

Claire and Keith are musicians living in Key West. We discuss driving a meat truck, train dooks, Jesse diapers, lactose intollerance, getting banned on tinder, turn of the century rap music, BS poop stories, The Queen Can't Move the Musical, poop it's mostly about poop and more (poop). A podcast is like a box of chocolates... Thanks to my sponsors @www.keyscoffee.co  @www.22andco.com @ww...

#100 Gwen Filosa 22.02.2022

Gwen Filosa is a reporter for the Miami Herald. We discuss not being a cruise ship magician only dressing like one, winning a Pulitzer Prize, being a new town girl, Green Parrot Bingo, Joan Rivers, being paid by your corporate overlords to counter protest, what is Wally doing, biker gangs in the keys, cheap living on the hook, drug tainted fish, being the Swiss army knife of reporters and more. Th...

#99 Geno Zack 15.02.2022

Geno Zack is a man of many talents. We discuss not bartending for a while, the wanting to live in Key West, donating money to charity, pandemic painting, negative vs positive, make that art, Zoom meetings, real people and Key West real estate, Matt Sheehan fan club, first apartments, Target but not Walmart, the t-shirt shops of Duval St, curious buildings and more. Thanks to my sponsors @www.keysc...

#98 Cristina Velardi 12.02.2022

Cristina Velardi is the owner of the Cocky Key West apparel company. We discuss the Cock Stock 2022 party, being scatter brained, not bringing me t-shirts, parking vans, Chap Stick lesbians, ride the only escalator in town, Key West vs New York hair, money, the Oct-Jan blur, first silk screens, the new Web presence, the FLIP2 book and more. Thanks to my sponsors @www.keyscoffee.co  @www.22andco.co...

#97 Beth Rooney 07.02.2022

Taking it back to where we began. Beth Rooney joins me for our yearly extended talk. We discuss the irons in the fire, working the Mile Zero Fest, traveling the country during Corona, the pirate nature of Florida, Harry Houdini's secret word, my great grandfather looking over me, Regis energy, getting kicked by James Lipton, super stoned Dave Chappelle, main stream media, what can they get aw...

#96 James Patterson 04.02.2022

James Patterson is a Stand Up Comedian that spent the last year living in Key West. We discuss life being the same everywhere, who lives in Key West still, hatred of small talk, moving to Peru, it's too easy to drink here, drunk marriage proposals, hecklers, Doug Stanhope, missing Norm, college sports are boring, The Mets, being too broke to be an alcoholic, eating Guinea Pigs and more. Thank...

#95 Natalie McIntyre 01.02.2022

Natalie McIntyre is a bougie ass Florist born and raised in good ole Key West. We discuss on the job training leading to a career, dressing like Jersey Shore, Fantasy Fest foot, Ollie the dog,   living the Mom dream, her Walter White mobile getting stolen and set on fire, being a horrible bartender at the Oriole, the Go Fund Me house, the vanilla-ness, the JELLO guy conflict, $60 wings and tots, w...

#94 Jasmine Kenna 26.01.2022

Jasmine Kenna is a Human Design Chart Reader. We discuss waking hours, am I a manifesting generator, hypnotherapy and past lives, something is going to screw your kids up, festival life, POP music, mediocre goals, getting priced out of Key West, who else wants to be in the book, no one is coming to save you and so much more. Thanks to my sponsors @www.keyscoffee.co  @www.22andco.com @www.pokeinthe...

#93 Angel Raigoza 19.01.2022

Angel Raigoza is a DJ and 6th generation Conch. We discuss growing up in Key West, Dancehall music, Working at the Citizen, working on cruise ships around the world, Drag Stars at Sea, becoming domesticated, getting rid of social media, Hackers and rollerblades, The Neighbors Party, House and Hip Hop, The Monster, RIP Vogue, getting stuck in the Key West mortgage bubble and more.  Thanks to my spo...

#92 Liz Love 17.01.2022

Liz Love is an Event Coordinator originally from Arkansas. We discuss working at the College and finding a grumpy husband, raising kids in the Keys, adding cream cheese to it, Diamonds and Bill Clinton, real estate, zombie Dolly Pardon, We've Got the Keys, all the festivals, by golly have the cupcake, kids competing with celebrities, teaching the kids to read, the somo buoy fire, tip your ser...

#91 Jon Pidgeon 12.01.2022

Jon Pidgeon is the founder of Glazed Donuts on Eaton Street. We discuss being the grumpy donut guy, being an executive chef for 2 months, the difficulty of maintaining a Key West business, where does the midnight plane come from, if the chef isn't there do whatever you want, the Key West Barbecue gap, getting national media attention without warning, coffee roasting, bees, getting certified i...

#90 Matthew Shoebottom 06.01.2022

Matthew Shoebottom is a Detroit transplant living in Key West with his wife. We discuss motorcycle accidents, the Irma blindside, favorite Christmas movies, good country living, electric music mumbo-jumbo, you can keep burning man, super extra California people, nobody is talking a bout Gislaine, did it all start with Hong Kong, brain aneurysms via orgasms,  CBD help, exploding testicles and more....

#89 Steve Martin Jr 31.12.2021

Steve Martin Jr is a tattoo artist working out of Leviathan Studios. We discuss being a dishwasher in NJ, the woes of opening a business in Key West, emo teens and full sleeves, tattoo reality shows, A Nightmare on Elm Street, custom Steve Martin Pizza sneakers, retired tattoo designs, 80's cartoons, Betty Boop and Christmas Vacation, wedding pictures in the cemetery, god damn Kanye and more....

#88 Mike Mongo 28.12.2021

Astronaut Teacher Mike Mongo returns. We discuss the process of zero G training. The Astronaut Instruction Manual TV series, seeing the earth changing your life view, the earth is a living thing, blowing chunks without gravity, feeling young in Key West, pushing the limits of weightlessness, tech being used for destruction first, earning brain happiness, the Tom Flip Key West Podcast Kansas City F...

#87 Nick Grisi 26.12.2021

Nick Grisi is a friend of mine since college. We discuss biking across these United States for charity, The Iron Taint Crew, taking an ambulance for chicken emergencies, working festivals for a living, The George Washington Hotel, the Greeks of Astoria Queens, staying at strayers houses along the way, the legend of Smitty, the cult of Pauly D, blowing those tires and more. Thanks to my sponsors @w...

#86 Christopher Aiello 10.12.2021

Christopher Aiello stopped by to drop off a tomato plant and stayed to podcast. We discuss when it's time to go, counting clams, raising a cool million for a downpayment, yes Chef, 100th episode, bad Santa, Louis Prima, Captain Carwash vs General Pressure-washer, F1 drama, Legacy of the Beast tour, year of the Tiger and more. Thanks to my sponsors @www.keyscoffee.co  @www.22andco.com @www.pok...

#85 Victoria Albury 07.12.2021

Victoria Albury is a 4th generation Conch. We discuss Santa's Enchanted Forest, Tokyo drifting Betty the 94 Neon, being the worst yet favorite employee, drag brunch, face coozies, keys traffic pondering, manager public pee stories, lawyer scooter thieves, shopping for fake boobs, Sonora fan club, where's Tomas, a magical creature that brings you presents and more. Thanks to my sponsors @...

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