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Tom Kelly Show

Tom Kelly Show

Written by: Tom Kelly
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Tom Kelly is a Long Island comedian going through his midlife crisis with an independent podcast where he just has fun. After decades working behind the scenes in television and radio, Tom mixes comedy, personal stories, show-business adventures, Long Island characters, street interviews, local businesses and conversations with interesting people. Sometimes it's funny. Sometimes it's deep. There's no real plan. Whether it's at a TV show or on the Long Island Expressway . . . you're with Tom Kelly . . . in the moment as Tom keeps trying to remember to have fun.Copyright 2024 and beyond! All rights reserved. Performing Arts Stand-up Shows
Episodes
  • 488: Star Trek, Vertical Dramas & The Future of AI Entertainment
    Oct 15 2026

    Is Paramount Plus's modern Star Trek losing what made the original series great? And will AI-generated videos eventually replace actors, comedians and content creators? Tom and Steve Burger discuss

    00:00 – AI Deepfakes, Sora & The Future of Entertainment
    00:09 – Podcasting From the Hamptons With Steve Burgerer
    01:55 – Is Artificial Intelligence Taking Our Jobs?
    02:14 – Does Instagram Penalize AI-Generated Content?
    03:54 – What Happened to OpenAI's Sora?
    05:03 – Comparing Google Flow, Runway & AI Video Tools
    06:06 – Will AI Vertical Dramas Replace Influencers?
    06:39 – Why Vertical Dramas Are the New Soap Operas
    08:21 – Star Trek Turns 60: Is Modern Trek Any Good?
    09:19 – Why Modern TV Seasons Are Too Short
    10:10 – Do Star Trek Fans Actually Like Star Trek?
    11:19 – What's Missing From Star Trek Today?
    12:47 – Has Strange New Worlds Become Too Gimmicky?
    14:12 – Star Trek: Discovery and Picard
    15:15 – Why Tom Misses Episodic Television
    15:59 – Could ChatGPT Write the Perfect Star Trek Episode?
    19:02 – Star Trek: Picard Season 3 and Nostalgia
    20:23 – Starfleet Academy, Diversity & Modern Star Trek
    21:50 – Magic Mirror & Listener Shout-Outs
    22:19 – Steve's Son Lex and His Independent Film

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    23 mins
  • 487: Paul McCartney Is With My Ex and Why Keith Chase Hates Long Island
    Oct 5 2026

    Why does comedian Keith Chase (@ChaseTheShortGuy) hate Long Island — even though he grew up in one of its wealthier communities? Tom Kelly sits down with fellow Long Island comedian Keith Chase on New York City's Upper West Side for a funny, surprisingly personal conversation about growing up in Roslyn, Long Island stereotypes, wealth, privilege, community, politics and getting outside the bubble you grew up in. First, Tom and Keith get distracted by the unusual connection between Paul McCartney, Nancy Shevell and Nassau County Executive/Governor candidate Bruce Blakeman. Keith also gives possibly the most controversial ranking of The Beatles ever attempted on a podcast. Pasted text Then Keith explains what he disliked about growing up in Roslyn: the money, status competition, entitlement and feeling that everyone was trying to prove they'd "made it." But he also talks about the advantages he had, the teachers who influenced him and why he's grateful for the opportunities his hometown gave him. The conversation expands into Long Island culture, Massapequa vs. Roslyn, changing neighborhoods, why Keith doesn't want to move back to Long Island, and how leaving his hometown bubble changed the way he sees the world. Timestamps 00:00 Paul McCartney, Bruce Blakeman & What's Coming Up 00:27 Comedian Keith Chase Joins The Tom Kelly Show 01:15 The Paul McCartney–Bruce Blakeman Connection 02:16 Tom's Encounter With Bruce Blakeman in Sag Harbor 02:40 Why It's Dangerous for Creators to Talk Politics 03:39 How Nancy Shevell Ended Up With Paul McCartney 05:53 Would You Rather Your Ex Leave You for a Beatle? 06:21 Keith Ranks The Beatles From Best to Worst 08:33 Keith's Advice for Bruce Blakeman 09:25 Tom's Strange Tom Brady Connection 10:59 Massapequa vs. Roslyn 12:31 What Does Keith Hate About Roslyn? 13:22 The "I Made It, So I'm Better Than You" Attitude 14:08 Working as a Lifeguard in East Hills 16:00 When Adults Bully the Lifeguards 17:07 What Keith Actually Loved About Roslyn 17:35 The Teachers Who Changed His Life 18:31 Leaving the Family Home Behind 19:38 How Roslyn Became a Jewish Long Island Suburb 20:35 Roslyn's Connection to the Man Who Built Levittown 21:18 Would Keith Ever Move Back to Long Island? 21:37 What Keith Hates About Long Island Culture 22:18 Long Island vs. Jersey, Westchester & Connecticut 23:36 How Did Long Island Prepare Keith for the Real World? 23:57 Escaping the Roslyn Bubble 25:10 Massapequa's Version of the Long Island Bubble 25:42 The Childhood Tragedy That Changed Keith's Perspective 27:01 Tom's Very Different Massapequa Experience 27:36 How New Yorkers Respond to Tragedy 28:25 Why Keith Needed to Get Out and See the World Follow Tom Kelly: @TomKellyShow Follow Keith Chase: @ChaseTheShortGuy

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    29 mins
  • 486: Why Businesses Hate Long Island Influencers
    Sep 21 2026

    Why are some Long Island business owners getting frustrated with influencers — and does paying someone $1,500 for an Instagram video actually bring customers through the door? Tom Kelly and Steve Burgerer take the podcast on the road from Sunrise Highway to Southampton for a loose Long Island conversation about influencers, sponsored content, getting paid for creative work, and Tom's philosophy on when he will — and won't — promote a business. Tom talks about the criticism that influencers will promote anything for money, whether influencer marketing actually works for local businesses, and the difference between making an advertisement and making something people actually want to watch. Then things wander—as they should—into Tom's price for "selling out," the time a charity organizer promised him an extra $1,000 and didn't pay, losing a TV job right after buying his mother an iPhone, why he doesn't announce new gigs until they're secure, and whether Tom's parents are basically the nice version of Ray Barone's parents. Why are some Long Island business owners getting frustrated with influencers — and does paying someone $1,500 for an Instagram video actually bring customers through the door? Tom Kelly and Steve Burgerer take the podcast on the road from Sunrise Highway to Southampton for a loose Long Island conversation about influencers, sponsored content, getting paid for creative work, and Tom's philosophy on when he will — and won't — promote a business. Tom talks about the criticism that influencers will promote anything for money, whether influencer marketing actually works for local businesses, and the difference between making an advertisement and making something people actually want to watch. Then things wander—as they should—into Tom's price for "selling out," the time a charity organizer promised him an extra $1,000 and didn't pay, losing a TV job right after buying his mother an iPhone, why he doesn't announce new gigs until they're secure, and whether Tom's parents are basically the nice version of Ray Barone's parents. Timestamps 00:00 Why Do People Hate Long Island Influencers? 00:24 Podcasting From Sunrise Highway 00:38 The Most Long Island Thing Ever 01:23 Why Podcasting Isn't As Easy As It Looks 02:05 Explaining The Tom Kelly Show to a Stranger 02:37 What the Hell Is Quogue? 02:58 Where Has Steve Burgerer Been? 04:03 Long Island Businesses Are Rebelling Against Influencers 04:28 Are Influencers Worth $1,500? 04:44 Can You Trust a Paid Influencer? 04:51 Has Tom Kelly Ever "Sold Out"? 05:45 What's Tom's Sellout Price? 05:59 Burger City vs. Shake Shack 07:05 How Much Money Makes a Bad Gig Worth It? 07:44 Why Tom Used to Turn Down $2,250 Gigs 08:31 The Charity Gig That Owed Tom $1,000 09:43 Why You Can't Win a Feud With St. Jude 10:40 Why Tom Won't Announce His New TV Gig Yet 11:04 Another Comedian Took Tom's TV Job 12:03 Steve Finally Meets Tom's Parents 12:25 Are Tom's Parents Like Everybody Loves Raymond? 13:25 Tom Buys His Mom Her First iPhone 14:09 Tom Loses a TV Job Right After Buying the iPhone 14:38 Joey Kola's Rule About Counting on a Gig 15:10 Do Influencer Videos Actually Work for Sponsors? 15:41 Why Did This Sponsored Video Underperform? 16:32 Magic Mirror & Listener Shout-Outs 18:39 Why Tom Is Making More Social Media Clips 18:54 Heading to Southampton

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    19 mins
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