The Sydney Hollis Show

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The nation’s #1 podcast. Let’s have some fun!

Sydney Hollis


    • Aug 28, 2026 LATEST EPISODE
    • weekly NEW EPISODES
    • 41m AVG DURATION
    • 318 EPISODES


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    Latest episodes from The Sydney Hollis Show

    Your Prostitute Outfit? - Ep 303

    Play Episode Listen Later Aug 28, 2026 58:49


    PLUS: A Hip-Dog-Walker Calls In. Influencers Rejoice in Dolly's Departure. Have You Had Your Sydney-Ties Today?A New Payphone at sydneyhollisshow.com/payphones.

    Bye, Bye Miss American [Columbia House] - Ep 302

    Play Episode Listen Later Aug 21, 2026 69:41


    PLUS: You want an AirBnB Experience? ChatGPT Wants Your Mom to Talk to No One. Dogs Tied to Waist? Is Your Passport… Domestic?

    Indecent Uncrustable - Ep 301

    Play Episode Listen Later Aug 14, 2026 54:37


    The Troubling New Smuckers Uncrustables Commercial. PLUS: Secrets for Sale. Sunday Night Baseball. Wearing Your Dog Around Your Waist. A New Men's Blouse in Cinema.

    Episode 300

    Play Episode Listen Later Aug 7, 2026 49:28


    FEATURING: A Payphone for Your Consideration. Ying Yang Jewelry. A Gender Reveal. NYC Bikes Lanes.

    The Birth of Big Sub - Ep 299

    Play Episode Listen Later Jul 31, 2026 48:39


    PLUS: People That Say “Copy.” Scrooge, The Role of a Lifetime. LeBron Letdown.

    Modern Self-Portrait… “I, TV Watcher” - Ep 298

    Play Episode Listen Later Jul 24, 2026 55:43


    PLUS: Chuck Norris… Rest in Un-Peace? Pat Parasite-Watch. Just Giving You a Core Memory.

    Monopoly is for… Cowards? - Ep 297

    Play Episode Listen Later Jul 17, 2026 48:11


    Michigan, the Epicenter of Dia-Blast. How to Meet ‘Some Parents.' Are You More Than a Daughter or Son?

    Your Wind is Touching Me - Ep 296

    Play Episode Listen Later Jul 10, 2026 42:57


    PLUS: Amazon Shows You Perfect Night In. You Look Like Someone Familiar. Ice-Makers, The First Machines to Take Our Souls. You Love Sharks?

    Lap-Top Friendly? - Ep 295

    Play Episode Listen Later Jul 3, 2026 67:18


    PLUS: Baywatch Returns, Who Wins? Budweiser is American? MSG, a Chapel?

    In the End, All Apps Merge into One - Ep 294

    Play Episode Listen Later Jun 26, 2026 55:27


    PLUS: New Names. Pajamas? A Rock & Roller Breathes.

    Compelling Audio from the the Knicks Night in NYC - Ep 293

    Play Episode Listen Later Jun 19, 2026 47:15


    PLUS: America's Silent Killer. Jersey Mike's is Number 1? The Listener Line.

    It All Started with a Red Bag - Ep 292

    Play Episode Listen Later Jun 12, 2026 53:54


    PLUS: AirBnB, The Harborers of Goodwill. Polo Sport? Chaps? New York City and The Knicks.

    I'd Like to Teach the World to Kick in Perfect Harmony - Ep 291

    Play Episode Listen Later Jun 5, 2026 89:22


    PLUS: I Was Bruce Hornsby-ed? Peabo Bryson, a Tribute. Photo Dumping. You Can't Boo Me?

    We're Expecting… a World Cup - Ep 290

    Play Episode Listen Later May 29, 2026 61:08


    PLUS: Men's Blouses are Back. “Staying Local.” The Weeping Tree.

    Switch On Your Electric Light - Ep 289

    Play Episode Listen Later May 22, 2026 47:22


    PLUS: The Greatest Moment in Cinema. State Line Mischief. Cartoons, Not for You.

    Before & After - Ep 288

    Play Episode Listen Later May 15, 2026 65:27


    Pat in Chicago, Live in Studio. PLUS: Bassoons, Draymond, & Tucci.

    Does Your TV Know That You Watched Marty Supreme? - Ep 287

    Play Episode Listen Later May 8, 2026 93:51


    PLUS: Bon Jovi? The Smoke Filled Room. Firehouse Schlubs.

    Foul Ball Fairness - Ep 286

    Play Episode Listen Later May 1, 2026 64:52


    PLUS: Chicago's Hard Stuff? Bye, Bye Shorts. Filming Ducks?

    If It Pleases the Court - Ep 285

    Play Episode Listen Later Apr 24, 2026 76:24


    PLUS: Audio of… The Thinker? The Dark Side of… Point Break? The Hardest Working Detective of the NYPD.

    A Heavy Accusation - Ep 284

    Play Episode Listen Later Apr 17, 2026 59:34


    PLUS: “Geo-Political.” Spring Black Friday. The Big Arch?

    The Moving Picture - Ep 284

    Play Episode Listen Later Apr 10, 2026 60:57


    PLUS: Finally, a Burger War. CEO Looks. Pre-Show Prep.

    They Mulched Paradise? - Ep 282

    Play Episode Listen Later Apr 3, 2026 54:34


    PLUS: What's In Your Easter Basket? The Original Breakfast Screen. Empathy for Mr. Hollis's Opus?

    Life is What Happens When You're Busy Not Eating Cheez-Its - Ep 281

    Play Episode Listen Later Mar 27, 2026 60:09


    PLUS: Look for the Phone. She's In Charge. The Soap Opera Continues.

    Live from Vacation - Ep 280

    Play Episode Listen Later Mar 20, 2026 36:57


    sydneyhollisshow.com

    March Madness Contest 2026

    Play Episode Listen Later Mar 19, 2026 1:11


    sydneyhollisshow.com/basketball

    There Are Few Sure Things in This Life - Ep 279

    Play Episode Listen Later Mar 13, 2026 33:27


    March Madness Contest Sign Ups: sydneyhollisshow.com/basketball

    Fish Sandwich Season Retraction - Ep 278

    Play Episode Listen Later Mar 6, 2026 44:35


    PLUS: Meet Patty, the Burger King AI. Star Gazing. AI Sermons.

    “I've Got Your Dog Mister” - Ep 277

    Play Episode Listen Later Feb 27, 2026 51:17


    PLUS: Fish Sandwich Season is Upon Us. Who Would Help Robot? More Southern Accents in Film.

    Bring Me into Your Garage? - Ep 276

    Play Episode Listen Later Feb 20, 2026 59:02


    PLUS: Sports Bra-Gate. Garth's Virginity? Many Persons, One Screen.

    Should We be Scared of the Jeep Thing?

    Play Episode Listen Later Feb 13, 2026 62:49


    PLUS: What No One is Saying About the Halftime Show. Super Bowl Commercials. Logo-Three Pointers? Another Local Groundhog?

    Do You Have a Note for Your Younger Self? - Ep 274

    Play Episode Listen Later Feb 6, 2026 44:00


    PLUS: Flatiron Freddy. The SellOut Bowl. Railing... What Railing?

    Let's Unstimulate? - Ep 273

    Play Episode Listen Later Jan 30, 2026 66:20


    PLUS: Bill Belichick, a Saint? A Bride & Her Father. Liquorice & Backgammon?

    Failure to Lunch - Ep 272

    Play Episode Listen Later Jan 23, 2026 52:51


    PLUS: Poets Selling Airline Tickets. Your Favorite 90s Dog. and Can We Really Belive It's Arnold?

    Palatable Deep Fakes - Ep 271

    Play Episode Listen Later Jan 16, 2026 35:43


    PLUS: Dog DNA... The Revolution Will be Poopitized

    The 2026 Keynote - Ep 270

    Play Episode Listen Later Jan 9, 2026 54:32


    The Squeaky Wheel. Bridge Bump Pub Grab. Zynberg?

    Happy New Year - Ep 269

    Play Episode Listen Later Jan 2, 2026 21:36


    PLUS: "That Person's A... ?" Grab Your Aviators. It's That Time Again, "Pumping Iron."

    Happy Holidays 2025

    Play Episode Listen Later Dec 26, 2025 3:32


    It's been a great 2025. Thank you, Humans.

    John Travolta's Next Christmas Commercial - Ep 268

    Play Episode Listen Later Dec 19, 2025 36:52


    PLUS: Things You'll Click on in 2026. Wait, Who's at The Sphere? Is the Commercial Worth Your Image?

    And Someone Pressed Record - Ep 267

    Play Episode Listen Later Dec 12, 2025 51:27


    PLUS: Babies as a Shield? When Do We Look Normal? The Era of Copy & Paste. Fantasy Football Names. Christmas Style.

    Nothing Stops... Shazam? - Ep 266

    Play Episode Listen Later Dec 5, 2025 56:25


    PLUS: How to One-Up with CoPilot. Pulling a Fast One at a Fast Casual. Syd's Been in NY too long.

    Temptation & Caffeine - Ep 265

    Play Episode Listen Later Nov 28, 2025 38:03


    PLUS: Casual Santas, Shrinking Celebrity Egos, and Love for Two. #optimusprime

    A Capitalist and a Lint Roller - Ep 264

    Play Episode Listen Later Nov 21, 2025 41:36


    PLUS: Thanksgiving Eve is For Sale. The Sound of People Talking (Does Anyone Remember Laugher?). The Telecom Marketing War Bubbles and Pops.

    A Secret? Tell Me More. - Ep 263

    Play Episode Listen Later Nov 14, 2025 51:57


    PLUS: Build-a-What? An Unforgettable Touchdown Dance. The Most Unrealistic ChatGPT Ad Yet.

    Wrecking the Wreck of the Edmund Fitzgerald - Ep 262

    Play Episode Listen Later Nov 7, 2025 48:04


    PLUS: “Country Boy” Marketing War? Monopoly… the Wound Has Not Healed. Drive Extra Fast on Halloween?

    2025 Audio Halloween Costume Contest - Ep 261

    Play Episode Listen Later Oct 31, 2025 65:45


    A Tradition Unlike Any Other. Trunk or Treat!

    How it Should Be - Ep 260

    Play Episode Listen Later Oct 24, 2025 49:50


    Audio Halloween Costumes due on Oct 27th. ListenerLine@sydneyhollisshow.com

    A.I. Can Help Me Get to Know My Sibling? - Ep 259

    Play Episode Listen Later Oct 17, 2025 54:05


    Audio Halloween Costumes are Due on Oct 27th. ListenerLine@sydneyhollisshow.com

    Walk a Mile in Whose Shoes? - Ep 258

    Play Episode Listen Later Oct 10, 2025 52:54


    PLUS: Pink Smoke, A Subscription for Being Extracted, and Getting Close with Your A.I.

    Help, I Need to be Manipulative - Ep 257

    Play Episode Listen Later Oct 3, 2025 63:28


    PLUS: Loud Quitting, More Ron Jon, and A Big Announcement.

    Firm & High - Ep 256

    Play Episode Listen Later Sep 26, 2025 47:06


    PLUS: Ron Jon has a Posse. A River Runs Through Us. A Social Media Experiment.

    Plenty of Time to Plan a Brunch - Ep 255

    Play Episode Listen Later Sep 19, 2025 25:59


    PLUS: Time to start thinking about costumes.

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