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Tyler O'Shea

Tyler O'Shea

Building the #1 media platform for underdog stories in sports.

BaseballBaseball
The Prospect Who Broke Every Rule
Oct 05, 2025

The Prospect Who Broke Every Rule

"When I saw him, I was like, ‘Oh, okay, that’s not great.’”

Tyler O'Shea
Tyler O'Shea
BasketballBasketball
D3 Hooper vs. D1 Studs
Sep 28, 2025

D3 Hooper vs. D1 Studs

He was only 5’10” – the shortest guy there. What happened next left them speechless...

Tyler O'Shea
Tyler O'Shea
I Interviewed an Olympic Gold Medalist
Sep 21, 2025

I Interviewed an Olympic Gold Medalist

His path to the Hall of Fame started as a joke...

Tyler O'Shea
Tyler O'Shea
The Real-Life Happy Gilmore
Sep 14, 2025

The Real-Life Happy Gilmore

How a self-taught rebel broke all the rules and became a legend.

Tyler O'Shea
Tyler O'Shea
FootballFootball
He Wasn't Invited
Sep 07, 2025

He Wasn't Invited

But he showed up anyway...

Tyler O'Shea
Tyler O'Shea
BaseballBaseball
He Hit Every Dead End
Aug 31, 2025

He Hit Every Dead End

But each one became a stepping stone to baseball glory...

Tyler O'Shea
Tyler O'Shea
FootballFootball
The 68-Year-Old Football Player
Aug 24, 2025

The 68-Year-Old Football Player

EXCLUSIVE: World record holder reveals how he got back in the "Time Machine"...

Tyler O'Shea
Tyler O'Shea
FootballFootball
Thanks, You're Fired
Aug 17, 2025

Thanks, You're Fired

They did the impossible...then got kicked to the curb.

Tyler O'Shea
Tyler O'Shea
FootballFootball
59-Year-Old College Football Player
Aug 10, 2025

59-Year-Old College Football Player

His crazy story inspired a new Hollywood film...

Tyler O'Shea
Tyler O'Shea
His Toughest Fight
Aug 03, 2025

His Toughest Fight

...happened outside the ring. Here’s how he learned the hard way.

Tyler O'Shea
Tyler O'Shea
The best sports stories you've never heard & powerful lessons from underdogs beating the odds.

The Underdog Newsletter

The best sports stories you've never heard & powerful lessons from underdogs beating the odds.

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