iHeartPodcasts

ChilePod

Comedy EN ↓ 26 episodes

A series of tasty morsels to entertain, charm and welcome you into a world of old ideas that can become new. Drew (aka Chile) has lived a colorful, vivacious life and is now sharing memories that might just resonate with you. Friends and strangers have loved his stories and now he’s sharing them with all of you! It’s always been a dream of Chile’s to share these spicy stories with his grandchildren… hopefully his kids won’t censor him!

Author

iHeartPodcasts

Category

Comedy

Podcast website

www.iheart.com

Latest episode

Jul 1, 2026

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Episodes

Daddy Max #1 01.07.2026

Listen to your pal Chile talk about his Grandpa, Daddy Max, and his story encountering the 26th U.S. President Theodore Roosevelt! See omnystudio.com/listener for privacy information.

Starch Those Overalls 04.06.2026

Old Chile recalls the day a pair of custom overalls, a tractor auction, and a dream of mowing the pasture led to one of the strangest stories he’s ever lived. What starts as a small-town Texas adventure ends with a missing mechanic, a shattered tractor, and a reminder that sometimes the best stories come from the plans that go spectacularly wrong. See omnystudio.com/listener for privacy info...

Dr. Connor 20.05.2026

Ole Chile remembers his larger-than-life friend Dr. Paul K. Conner—a Texas doctor whose wild life included JFK at Parkland, Marilyn Monroe in Wyoming, and cocktails with the Rat Pack. Some people collect stories… Connor lived them. See omnystudio.com/listener for privacy information.

1st Anniversary of ChilePod: "Otto" 06.05.2026

To celebrate the first anniversary of the ChilePod, your old pal Chile wants you to rehear his first episode and give it a listen.  Old Chile takes us for a wild ride through the misadventures of his first luxury car— Auto , a 1964 Mercedes-Benz with more quirks than horsepower. From goat pellets in the glovebox to pushing executives in wool suits through Austin traffic, this strange-bu...

The Card Reader 22.04.2026

In this episode of Chile Pod , Drew Scott shares a mysterious and true story about a chance encounter with a card reader in Sedona that eerily predicted his future. What seemed like a simple reading turned into a life-changing moment about timing, fate, and trusting the unexpected twists along the way See omnystudio.com/listener for privacy information.

Regret/Gratitude 08.04.2026

In this episode of Chile Pod , Drew Scott reflects on two life moments shaped by choice—one involving an unexpected invitation from Dr. Hook & the Medicine Show and another about a missed opportunity to learn from a great teacher. Through humor and honesty, he explores how decisions, gratitude, and regret can shape the paths we take in life. See omnystudio.com/listener for privacy inform...

Goatman #1 25.03.2026

In this episode of Chile Pod , Drew Scott shares a spooky-fun family legend about the mysterious Goatman. What begins as playful late-night adventures with his kids searching for the creature turns into a nostalgic story about imagination, small-town myths, and the memories families make while chasing a good scare. 👻🐐 See omnystudio.com/listener for privacy information.

Roy, Dale, and Buttermilk 11.03.2026

In this episode of Chile Pod , Drew Scott shares a hilarious childhood memory from the 1952 Houston Livestock Show and Rodeo, where he finally got to see his heroes Roy Rogers and Dale Evans. What should have been a perfect fan moment turns into an unforgettable—and very awkward—encounter that only a five-year-old could create. See omnystudio.com/listener for privacy information.

Jean Lafitte's Pirate Treasure 25.02.2026

In this episode of Chili Pod , Drew Scott spins a larger-than-life tale of pirate treasure hunts, teenage mischief, and an unforgettable run-in with Hollywood legend John Wayne. What starts as a childhood search for buried riches turns into a true story about bold adventures, big personalities, and discovering that sometimes the real treasure is the experience itself. See omnystudio.com/listener f...

April 7th, 2007 11.02.2026

In this episode of Chili Pod , Drew Scott shares a heartfelt, almost mystical story about love, loss, and a promise that mysteriously came true. What begins as a simple anniversary card unfolds into an unforgettable reminder that some moments in life feel guided, meaningful, and beautifully unexplainable. See omnystudio.com/listener for privacy information.

Kool Aid 28.01.2026

In this episode of Chili Pod , Drew Scott tells a hilarious childhood story about his very first entrepreneurial venture—a Kool-Aid stand with an unexpected twist. It’s a lighthearted lesson on creativity, mischief, and learning early what it means to hustle (and maybe bend the rules a little). See omnystudio.com/listener for privacy information.

Ferrin Height 07.01.2026

Drew shares a funny, true story about the career he almost had as a radio DJ. Through memories of AM radio, big dreams, and a very short on-air stint, he shows kids how trying something new can be exciting—even if it doesn’t turn out the way you expect. See omnystudio.com/listener for privacy information.

Mama Missy 11.12.2025

A heartfelt story about Mama Missy, the woman who helped raise me and taught me kindness, courage, and the joy of simple days fishing, cooking, and growing up in Goose Creek. See omnystudio.com/listener for privacy information.

Hollar Halloween 31.10.2025

This story centers on my Brother in Law Pete Hollar.  Pete has always had an immense and wicked sense of humor....you will see this in my story that follows...Boo! See omnystudio.com/listener for privacy information.

$4200 Glove 24.09.2025

Old Chile spins a truly unforgettable tale of Texas football, small-town payback, and the most expensive prostate exam in booster club history. When cranky oilman Charlie Bates strong-arms his way into a physical with pediatrician Slip Phillips, things don’t quite go as planned. One frozen latex glove, one hidden camera, and one very public auction later, Charlie finds himself in a bidding w...

My Pal Roy #1 10.09.2025

Old Chile introduces us to Roy—the flashiest, fiercest, most unforgettable character to ever disco-dance into danger. From silk shirts and diamond-studded Rolexes to wartime poker rings and after-hours shootouts, Roy wasn’t just a man—he was a walking firecracker in gator loafers. In this explosive tale (literally), Chile recounts how a would-be robbery turned into a foot-blastin...

Private Eye 20.08.2025

Old Chile takes you on a “high-stakes” investigation straight out of a gumbo-flavored detective novel—minus the professionalism. It’s 1974, and a routine child custody surveillance turns into a beer-soaked stakeout, complete with pork rinds, pizza, and near arrest. When four armed men surround the car in the dead of night, Chile braces for the end—until one of them tu...

Gumbo for 2000 06.08.2025

Old Chile stirs up a Texas-sized tale of friendship, faith, and 75 gallons of gumbo gone rogue. When the local Episcopal minister ropes him and the McKinney police chief into cooking for a church fundraiser, things quickly go off-recipe—no silverware, no idea how to use the soup kettles, and a final gumbo spill that sends the neighborhood pets into a Cajun frenzy. It’s a story of commu...

The Gelding 16.07.2025

Old Chile lifts the curtain on one of life’s more delicate adventures: his very own vasectomy, or as he calls it— The Gelding . With plenty of pre-op “research” (read: beers and bad advice), a homegrown shave job, and enough one-liners to keep the surgical staff blushing, Chile turns a nerve-wracking rite of passage into a comedy of errors. From pink Easter egg jokes to pos...

Bullets and Birthday Cake 02.07.2025

Old Chile brings the party—and a handful of .22 bullets—to a not-so-peaceful sixth birthday bash. With tap shoes for Lucy, a bullhorn for Brian, and four shiny cartridges tucked under his tongue, Chile manages to dodge Simon Says, fake-swallow live ammo, and send a roomful of moms into a frenzy. A call to Goose Creek Hospital, a dramatic drive, and a very smug confession later…...

The Nose Knife Incident 18.06.2025

Old Chile takes us back to one fateful Thursday night filled with Groucho Marx, choir practice, and a surprise trip to the emergency bathroom. While Mom and Dad sang hymns, Chile stayed home with his TV-loving grandmother and a junk drawer full of temptation. One pen knife, one overstuffed chair, and one nose later… well, let’s just say Groucho wasn’t the only one delivering sha...

The Fall of Daddy Max 04.06.2025

Old Chile takes us back to a simpler time—when jukeboxes bubbled, fries came with tartar sauce, and Grandpa’s pants were always one beer away from disaster. In this tale of burgers, backfires, and bare-bottomed blunders, Chile recounts a fateful lunch at the Rebel Inn with Daddy Max—a Studebaker-driving, camel-smoking character with a love for Pearl beer and zero regard for belts...

Hairs, Nicky, and Me 21.05.2025

Old Chile takes us on a two-wheeled journey straight into the heart of boyhood curiosity, forbidden staircases, and one unforgettable delivery run. It’s 1956 in Goose Creek, Texas, and when Chile and his buddy “Hairs” get tasked with bringing mystery bags to the infamous Roxie’s, they think they’ve hit the adventure jackpot. What they find upstairs? Red lamps, sheer t...

Old Reliable Barbershop 15.05.2025

Old Chile takes us back to the days of barbershop battles, flat tops, and the fateful Mohawk that earned him the worst whoopin’ of his life. From the talc-scented traditions of Old Reliable to the taxidermy jungle of the Trophy Barbershop, this coming-of-age cut is equal parts heartwarming, hilarious, and hairy. Turns out, the rite of passage to manhood sometimes starts with a pair of clippe...

Otto 06.05.2025

Old Chile takes us for a wild ride through the misadventures of his first luxury car— Auto , a 1964 Mercedes-Benz with more quirks than horsepower. From goat pellets in the glovebox to pushing executives in wool suits through Austin traffic, this strange-but-true tale proves that sometimes, love for a car defies all mechanical logic. Buckle up—this one's got spark (just not always in t...

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