Feeling stuck between heartbreak, taxes, and Fourth of July fireworks? You’re not alone. In this brutally honest, hilariously ranty “manifesto edition” of The Tom Kelly Show, Tom vents from the car—unfiltered, raw, and maybe a little unhinged (but in a charming way). From missed connections to canceled gigs, parking tickets, and patriotism gone sideways, Tom opens up about what’s really been eating at him.

🔥 If you’ve ever had a plan fall apart, a date ghost you, or questioned why you still live in NYC...this one’s for you.

Tom Kelly is joined by his high school friend Daniela Anastasio for a hilarious and deeply relatable conversation that covers everything from waxed wooden floors and awkward Instagram attention to childhood memories, cancel culture, and the glamorous but weird truth about life on Long Island. The duo dives into hot takes on the Hamptons, explores the Merman Era of Tom’s life, and discusses how confidence (even in your weirdest body parts) might be the ultimate turn-on. It’s honest, nostalgic, a little tipsy, and full of those “did-they-just-say-that?” moments that make this podcast feel like you're hanging out with your funniest old friends. 

Tom travels to Jenkintown, Pennsylvania, to visit friend and fellow reinvention expert Brian Balthazar — former HGTV executive, Today Show producer, stand-up comic, and co-host of Human vs. Hamster on Max.

They talk about launching Kathie Lee & Hoda, Brian’s unexpected pivot from TV exec to napkin entrepreneur, and how midlife “menopause” (for men) is real. This episode is full of unexpected career turns, heartfelt confessions, and the kind of laughs that come from two friends who have seen behind the curtain of fame... and lived to tell about it.

Tom makes an appearance on the Elvis Duran Show hosting the "Topic Train".  Thought I'd give a little exclusive clip to my "audio listener" friends.

Welcome to The Tom Kelly Show — where midlife reinvention meets Long Island sarcasm. Tom is joined by his hilarious high school friend from Long Island Lutheran High School, fashion executive Daniela Anastasio, and things get real (and ridiculous) fast. They’re talking: 👉 Ozempic: Is it making people hot, boring... or unfaithful? 👉 Long Island hot takes: North Shore vs. South Shore girls 👉 And yes... Tom might be afraid of South Shore women

Fresh Fizz soda is made in Oceanside, Long Island . . . and fumbles through a commercial from them. - He also shares how he went viral on Instagram and TikTok with a Juneteenth Soup joke. He talks about his new obsession with Long Island's TriCounty Flea Market. Plus inspired by Jana Angel . . . our new mascot: Starboots. 0:00 – Intro: Walking into traffic for the bit 00:19 – Touring Fresh Fizz 01:45 – Laverne & Shirley vibes + Brady Bunch freezer trauma 02:50 – Why this episode is “unplanned but honest” 04:00 – The Juneteenth Soup Clip that got 6M views 05:30 – The internet vs. nuance: Instagram vs. Facebook comments 07:00 – Racism in the replies & the challenge of joking across cultures 08:30 – "Not a barbecue — it’s a cookout!" (Instagram teaches Tom) 10:40 – Star Boots is born (and starts dancing) 14:00 – Tri-County Flea Market nostalgia & May's department store memories 16:00 – Kim The Tri County Flea Market Lady (and her perfect imperfections) 20:00 – Sentimental shift: Tom’s yearly Maine pilgrimage 21:00 – Manifesting a sand dollar (and getting a smaller one first) 22:00 – “You got what you wanted, just not the way you thought” 23:30 – The psychic says: August is Tom’s month (lease renewed) 24:20 – Magic Mirror shout-outs & gay men sliding into the DMs 💌 25:00 – Ghosted by a lobster heiress 🦞 26:00 – Chocolate and Witchcraft Shop in Maine (devil’s chocolate) 26:50 – Laptop dies, heart full. Until next time... 27:00 – Star Boots outro song 🎶 “No one but Star Boots…”

Chanel Omari created and starred in the short lived Bravo TV series Real Princesses Of Long Island. The show was about a real group of fun young Jewish Women from Long Island. She is also a stand up comedian and radio personality. How does coming so close to your dreams coming true . . . and then having them fizzle affect your mentality? Was she friends with the Real Princesses after Bravo? What did the Jewish community think of her show? Plus a rather deep conversation about being a comedian and club politics. Intagram: Chanel Omari

Verizon’s customer service is so bad, Tom Kelly suspects it’s secretly run by Mint Mobile. Joined by the brilliantly dry Steve Burger at Roosevelt Field — the last thriving mall on Long Island — Tom unloads about tech drama, AI sabotage, exploding boba, and content creation chaos. Yes, we talk Teslas. Yes, Tom has GPS trust issues. Yes, we buy mangoes in traffic.

Tom Kelly has been a man in professional and mid life crisis since the pandemic hit five years ago—and he's been trying to make sense of the world ever since. In this heartfelt and funny episode, Tom shares a personal story about why he trusts psychic medium Winter Brook Ryan. Based in Northport, Long Island, Winter Brook explains what it really means to be a psychic medium and why she left behind a career as a lawyer to pursue her calling. Tom asks some personal questions about where to take his life in the next year and gets a message from his grandmother. The question is . . . which one?

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Comedian Olga Namer joins Tom Kelly for a wildly funny and disarmingly honest episode of The Tom Kelly Show. They dive into Long Island nightlife, Jewish family expectations, dating disasters, TikTok comedians, and the shame of wearing a Breathe Right strip in bed. The edibles are in full effect, but so is the heart. Comedy, chaos, and a crash course in boiling the perfect egg—this one has it all.