The Tom Flip Key West Podcast

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

Tom Flip


    • Apr 9, 2025 LATEST EPISODE
    • every other week NEW EPISODES
    • 1h 33m AVG DURATION
    • 186 EPISODES

    4.9 from 38 ratings Listeners of The Tom Flip Key West Podcast that love the show mention: key west, great, love, listen, tom flipp.


    Ivy Insights

    The Tom Flip Key West Podcast is a refreshing and honest listen that brings a sense of fun and authenticity to the newest version of Key West. In a time where it can be difficult to find genuine conversations, this podcast offers a glimpse into the lives and perspectives of locals, reminiscent of the old days when people would chat and share stories. It's great to hear the local view and gives a sense of connection to the community. The podcast consistently delivers new episodes each week, leaving listeners eagerly waiting for more. It's no wonder that fans can't help but recommend this podcast to everyone in town.

    One of the best aspects of The Tom Flip Key West Podcast is its ability to capture the essence of Key West through its interviews with locals. The podcast provides a unique perspective that is hard to find elsewhere. It's refreshing to hear authentic voices and stories from within the community, offering an insider's view that adds depth and richness to the listening experience. This podcast serves as not only an entertaining source of content but also as a way to stay updated on current events and gossip in Key West.

    While there are many positive aspects about this podcast, one potential downside could be that it might not appeal to those who are not familiar with or interested in Key West. The niche focus on this specific location may limit its audience reach beyond those who already have a connection or curiosity about the area. However, for those who do appreciate Key West or are looking for something new and different, this podcast offers an engaging and enjoyable experience.

    In conclusion, The Tom Flip Key West Podcast is a must-listen for anyone looking for an authentic and entertaining peek into life in Key West. With its refreshing approach, fun conversations, and honest narratives, it stands out among the sea of podcasts available today. Whether you're a local craving connection or someone curious about what makes this place special, this podcast captures the spirit of Key West in every episode. Keep up the great work, and here's to many more enjoyable episodes in the future.



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    Latest episodes from The Tom Flip Key West Podcast

    #180 Lauren Thompson

    Play Episode Listen Later Apr 9, 2025 84:48


    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

    Play Episode Listen Later Apr 1, 2025 100:05


    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

    Play Episode Listen Later Mar 24, 2025 84:12


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

    #175 Gwen Filosa

    Play Episode Listen Later Mar 3, 2025 90:15


    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

    Play Episode Listen Later Feb 12, 2025 126:51


    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

    Play Episode Listen Later Feb 3, 2025 95:43


    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

    Play Episode Listen Later Jan 27, 2025 91:02


    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

    Play Episode Listen Later Jan 21, 2025 77:09


    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

    Play Episode Listen Later Nov 19, 2024 110:47


    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

    Play Episode Listen Later Oct 17, 2024 101:25


    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

    Play Episode Listen Later Sep 20, 2024 92:36


    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

    Play Episode Listen Later Sep 13, 2024 78:07


    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.comThe 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, at the theater of the San Carlos Institute. October 3-5th Get your tickets now at keystix.com More info and details at kwdanceco.com 

    #164 Sean Brandenburg

    Play Episode Listen Later Aug 21, 2024 120:38


    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

    Play Episode Listen Later May 14, 2024 93:06


    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

    Play Episode Listen Later Mar 18, 2024 64:43


    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.

    #162 Cousin Keith and Sheila De Forest

    Play Episode Listen Later Feb 12, 2024 101:09


    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

    Play Episode Listen Later Jan 28, 2024 72:30


    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

    Play Episode Listen Later Oct 4, 2023 99:24


    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.stonesoupgallery.com

    #159 Joe Larson and Andrew Schulz

    Play Episode Listen Later Sep 28, 2023 80:01


    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

    Play Episode Listen Later Sep 20, 2023 87:19


    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

    #157 Max Irwin

    Play Episode Listen Later Sep 6, 2023 83:16


    Max Irwin is a born and raised unique Key West personality. We discuss growing up on Southard Street, the Melting Man House, going to college in Paris, historical architecture of Florida and so much more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #9 Tom and Tom and Andy Woodhull

    Play Episode Listen Later Aug 2, 2023 38:22


     Andy Woodhull has appeared on The Late Late Show with James Corden, Conan, Live at Gotham and The Half Hour on Comedy Central. We discuss step parents, stealing cars, the motorhome hall of fame, the old professional Jack and Jill, Toms Achilles situation, John Cusack comic suggestions and more. 

    #156 Cuzzy Socks

    Play Episode Listen Later Jul 10, 2023 95:03


    Cuzzy Socks is a long time Key West resident and owner of Poke In The Rear. We discuss the difference between cooks and chefs, the savings of California sobriety, the baseball card industry, orca attacks, future Poke projects, TDC cash pile, are you allowed to go off grid anymore, the survivability of Key West, Camp Hero state park, Arnold, avocado oil is king, unsolved murders, The Righteous Gemstones and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #155 Elle Taylor and Eliot Robbins

    Play Episode Listen Later Jun 21, 2023 126:15


    Elle Taylor sits down for a talk about the Trans community. We discuss it all. Take a listen.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #154 Henrik Olsson

    Play Episode Listen Later May 24, 2023 123:28


    Henrik Olsson is back on the podcast after 2 years. We discuss hiking the appalachian trail. Seriously it's 2 hours of what it's like to hike for months at a time.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #153 Kristi Poppins

    Play Episode Listen Later May 11, 2023 94:52


    Kristi Poppins is a long time Key West resident that over sees the Dive Bar T-Shirt Club. We discuss moving to Key West after being wrongfully terminated from a corporate job, don't sell the land, ole Tintop Texas, the social media struggle, the Shake-Her Lounge,  Danger Dan, El Camino dreaming, raising high school kids in Key West, door dash shame, Jeopardy, where the aliens at, basement bars and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #152 Morgan Kim

    Play Episode Listen Later May 5, 2023 120:26


    Morgan Kim is a fairly new Key West resident via Michigan. We discuss moving for Mighty Cock, being shipped off to Korea, pushing buttons, the most complicated family tree in history, 3 generations of shame, medical aliments, tutu thieves, public poop problems and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #151 Angel Raigoza

    Play Episode Listen Later Apr 26, 2023 76:57


    Angel Raigoza is a DJ from Key West. We discuss assuming your final form, Orlando trouble, restaurant work burnout, Mr Enjoy rebrand, the Dirtybird CampINN, that Magic Schoolbus, Madonna face syndrome, Tea Dance history, plantains or yucca, your DNA got sold, NWO BS, the Kava bars of Key West and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #8 Tom and Tom and Jackie Flynn and Dan Boulger

    Play Episode Listen Later Apr 19, 2023 43:29


    Jackie Flynn was discovered on stage in Boston by the Farrelly brothers, who have since cast him in back to back roles in "King Pin", "There's Something About Mary", "Me, Myself And Irene" "Shallow Hal" and "Stuck On You." Recently, Jackie has had prominent roles in "The Three Stooges," playing opposite Kevin James in "Here Comes The Boom," and the hit series "Loudermilk".Dan Boulger began his comedy career in late 2004 only one week into his freshman year of college. Quickly becoming a favorite in the New England area Boulger started performing nationally after winning the Boston Comedy Festival in 2006 at the age of 20. He has performed on Comedy Central, The BBC, and the HBO Aspen Comedy Festival, and most recently has made multiple appearances on The Late Late Show with Craig Ferguson and Comics Unleashed with Byron Allen. He has appeared on several high profile college tours such as the Comedy Central Live and College Humor Live tours and has been able to be the supporting act for many famous comedians including Bill Burr, Louis CK and Zach Galifianakis.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com@www.comedykeywest.com

    #150 Katie Carria

    Play Episode Listen Later Apr 13, 2023 97:47


    Katie Carria is a project manager at the National Oceanic and Atmospheric Administration. We discuss standing watch, climbing the ranks, fish farming, a couple China balloons, on to the next disaster, buying scientists, the illusion choice, water UFO's, small community advantages, Mrs Claws, Captain Only Fans, dumb Youtube vids and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    Tom and Tom and Patrick Garrity

    Play Episode Listen Later Mar 7, 2023 52:20


    Tom Flip and Tom Dustin are joined by Comedian Patrick Garrity. We discuss Comedy Key West being mentioned on the Joe Rogan Podcast, the never ending comedy tour, Ole Tommy Barback, eluding the police and sneaking in and out of Canada and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com@www.comedykeywest.com

    Tom and Tom and Joe Matarese

    Play Episode Listen Later Mar 6, 2023 52:52


    Joe Matarese has been on The Howard Stern Show, WTF with Marc Maron, The Late Show with David Letterman, Comedy Central Presents Joe Matarese (1/2 Hour Special), The Late Late Show with Craig Kilborn and Craig Ferguson, Last Comic Standing,  Chelsea Lately,  and The Better Half where he and his wife took home the winning prize. Joe was also featured on America's Got Talent, where he received a standing ovation from all four celebrity judges. Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com@www.comedykeywest.com

    #149 Ryan Smith and Cody Babin

    Play Episode Listen Later Feb 28, 2023 106:54


    Ryan Smith and Cody Babin join me this week. We discuss celebrity suicides, generational conchness, being in the Navy in Japan, Island Bicycles, the lock picking lawyer, Heavy Metal in the Keys, Madonna's face, GWAR, skate parks, doing hood rat shit with your hood rat friends, Warped Tour, poop fists and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    Tom and Tom with James Patterson

    Play Episode Listen Later Feb 27, 2023 55:44


    Tom Flip and Tom Dustin are joined by Comedian James Patterson. We discuss the gravity of Key West, bear dreams, the onsie pub crawl, viral videos leading to comic albums, dating in Peru, Dark Knight or Silly Goose, Lyndsay pranks, open mic nights and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #148 Marky Gambuzza

    Play Episode Listen Later Feb 21, 2023 104:28


    Marky Gambuzza is a Wine Aficionado and Musician originally from New York. We discuss Tom Dustin freakouts, the service industry in the Northeast, Pantera, bootleg Van Halen concert VHS tapes, Parrothead Massacre, the rigged system of D.C., RATT, the balloon, where does the money go, the Stone Soup truck and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    Tom and Tom and Joe List

    Play Episode Listen Later Feb 9, 2023 70:54


    Tom Flip and Tom Dustin are joined by Comedian Joe List. We discuss booze and anger, starring in a movie, Tom Dustin Portrait of a Story Teller, iguana eradication, Hack Ball, city planning in the midwest, Springsteen and McCartney, paying for jokes in tips, performing at MSG, roast battling your wife, being edamame and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #147 Brandie Sager and Michael Flammia

    Play Episode Listen Later Feb 7, 2023 99:36


    Brandie Sager and Michael Flammia run art galleries in Key West. We discuss the Nascar Lady killer, gay subcultures, newlywed life, where is the Key West diner, wet foot dry foot, Stormy Daniels handies, be nice to A.I., Heads Up Key West 2023, eye operations, changing your algorithm, playing Ghost, enough Stevie, Jenn makes life better, April gallery openings, Valentines Day shenanigans and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    Tom and Tom with Jimmy Dunn

    Play Episode Listen Later Jan 30, 2023 82:10


    Tom Flip and Tom Dustin sit with Jimmy Dunn, a comedian that has appeared on Late Night with David Letterman and starred on the sitcom The McCartheys. We discuss flunking out of 5 colleges, working the cruise ship circuit, getting noticed from local cable commercials, shooting a tv pilot, making Morgan Freeman laugh, nailing a David Letterman set, Boston killer comedians, hockey leading to marriage, paying the bills with dick jokes and more.@www.jimmydunn.com

    Tom and Tom with Don Jamieson and Courtney Cronin Dold

    Play Episode Listen Later Jan 26, 2023 69:22


    Tom Flip and Tom Dustin sit with comedians Don Jamieson and Courtney Cronin Dold to talk about Sebastian Bach throwing coffee at you, Kiss Cruise, NJ bs, winning an Emmy, Super Bowl Half-time Show, driving Aerosmith, Kid Rock for governor, rock stars don't like to shower and more.@www.instagram.com/donjamiesonofficial@www.instagram.com/courtcrodold

    #146 Marissa Olney

    Play Episode Listen Later Jan 23, 2023 93:31


    Marissa Olney is a Tattoo Artist at Southernmost Tattoo on Duval Street. We discuss losing it all to Hurricane Ian, tattoo beginnings, skulls are cool, that modern primitive movement, punk rock spirituality, micro or hero, smut glam, mushroom Jesus and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #145 Mark Hedden

    Play Episode Listen Later Jan 11, 2023 134:45


    Mark Hedden is a Writter, Photographer and Executive Director at the Florida Keys Audubon Society. We discuss working at the all you can eat Shoney's Key West, musical guidance of youngsters, Virgin Records, 2 gallery shows in a year, cats are killing machines, birding, photo geek stuff, Dinosaur Birds, pop culture bird identification card more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #144 Kristen Norman

    Play Episode Listen Later Dec 19, 2022 85:32


    Kristen Norman is an artist and professional mediator. We discuss the Holiday Bazaar,  artistic motivation, lawyer lies, The Wizard of Oz, Santa Gwen, Shirley Chisholm, new music in your 40's, third world county with a Gucci belt, Hot Girl Summer, overthinking Libras, stencil cutting, advice from artists, bird Boyz, and more...Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #143 Tom Dustin 2022 Review

    Play Episode Listen Later Dec 15, 2022 150:37


    Tom Dustin is a stand up comedian. We discuss Doug Stanhope in Key West, Joey Diaz needs to visit, re-rupture the tendon, the Chris Rock slap, Prince Andrew exile, pronouns, Depp v Heard, top google searches, Qatar, it's corn, pulling pranks with Christina Pazsitsky, Heidi Klum worm, buried under the windmill, Pelosi stock picks, Michael Keaton, Norm McDonald the goat, Don Rickles regrets and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #142 David Johnson

    Play Episode Listen Later Dec 12, 2022 81:36


    David Johnson is a Nurse Practitioner that has lived in Key West for 20 years. We discuss breaking your collar bone while skateboarding, The Atlantic Shores, any excuse to dress up, Burning Man prep, RV's, The Key West Jesters Guild, Junkanoo, health care workers, adolescent fire starters, Led Zeppelin over the Stones, Florida Man, pie eating champ, hidden costs of healthcare and more. Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.stonesoupgallery.com

    #141 Rebecca Johnson

    Play Episode Listen Later Nov 28, 2022 93:29


    Rebecca Johnson is a Social Worker living in Key West. We discuss Cuban coffee likes, growing up in a military family, Catholic schools, OCD, aliens at Area 51, if Sam was a cat, 6 day workweek, micro generations, Bernie, girl bullies, PTSD treatments, fly or invisibility and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.davesnotheremankeywest.com@www.stonesoupgallery.com

    #140 James Cooper

    Play Episode Listen Later Nov 14, 2022 79:57


    James "Top Jimmy" Cooper is a Key West DJ if there ever was one. We discuss the non clean living of Fantasy Fest, Prince James, Southernmost Playboy Mansion parties, green juice, the Top Jimmy moniker, Philly, wedding evolution, appearing on the Wife Swap tv show, AM Gold, the Boom Box truck, Rainbow Friends and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.davesnotheremankeywest.com@www.stonesoupgallery.com

    #139 Sara Apple Maliki

    Play Episode Listen Later Nov 10, 2022 92:39


    Sara Apple Maliki is a Screen Writer born and raised in Key West. We discuss the professional writing journey, reading plays, LES vs KW, interior design, Fantasy Fest recap, the Aoki family fortune, you can't smoke in the Parrot, the algorithm, Sharron Cosplay, the vacant, powerpoint dog presentations, will Terry comeback?, Dragon Spin tattoos for all, timeless ugly and more...Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.davesnotheremankeywest.com@www.stonesoupgallery.com

    #138 Caroline Stover Sickmen

    Play Episode Listen Later Nov 7, 2022 105:08


    Caroline Stover Sickmen is a Key West Realtor and Mom. We discuss The Studios Of Key West job relocation, politics in SNL, growing up in the 80's, the Green Parrot tradesman card, luxury real estate, Saint Tipping's Day, New Orleans, sell and leave, workforce housing, Lady Gaga live, RIP Loretta Lynn and more...Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.generalhorseplay.com  @www.davesnotheremankeywest.com

    #137 Brandie Weaver

    Play Episode Listen Later Nov 1, 2022 96:31


    Brandie Weaver is an Event Planning Sponsorship Director. We discuss moving to Key West during the pandemic, the Kayote crossover, first day boat trips, bartender burnout, Oklahoma college life, event planning in Key West, Trop Rock, you have to leave sir, a bottomless incident, Timeless Rock, Bluey Characters, HER Weekend and more...Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.generalhorseplay.com  @www.davesnotheremankeywest.com

    #136 Deanna DeAngelis

    Play Episode Listen Later Oct 19, 2022 84:03


    Deanna DeAngelis is a Key West local by way of Maryland. We discuss the Hard Rock Cafe uniforms, pool parties, the future of Fantasy Fest, hiring erotic talent, glitter leading to love, buff seagulls, you can't be wild forever, super Italians, Metal Monday, how many restaurants can you have, swanky lil jazz clubs, Hocus Pocus 2 and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.generalhorseplay.com  @www.davesnotheremankeywest.com

    #125 Chuck Meier

    Play Episode Listen Later Sep 26, 2022 107:56


    Chuck Meier is an Iguana exterminator and so much more, no really,  getting paid to hunt iguanas is like the least interesting thing about him. We discuss Navy life, the best watch is the one that works, the re-birth by fire day, getting your leg blown off in Iraq, invasive iguanas, paper serving, self defense training, cops and rights, the kind eyes of a viking, shoehorn helicopters, rescue swimming, the big rolling turd, the Lets Go Brandon origin, 2 trillion dollars unaccounted for, are we alone and more.Thanks to my sponsors@www.keyscoffee.co @www.22andco.com@www.pokeintherear.com@www.generalhorseplay.com  @www.davesnotheremankeywest.com

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