The Underdog Newsletter
The best sports stories you've never heard & powerful lessons from underdogs beating the odds.
Written by
Tyler O'Shea
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Football
Jun 14, 2026
•
8 min read
“A lot of times, I wanted to give up." After experiencing unimaginable tragedy, he made his dream come true.
Jun 7, 2026
7 min read
Labeled for life at 3 years old, he flipped the script & became a world champion no one saw coming.
Basketball
May 31, 2026
"I'm not afraid to be the goat."
May 24, 2026
6 min read
This 7th-round pick left the sport at his peak for something bigger.
May 17, 2026
"Oh man, it was definitely the wrong call."
Baseball
May 10, 2026
He was one semester away from pharmacy school...
May 3, 2026
He didn't play a single second in high school...but now?
Apr 26, 2026
Here's how he became an NFL "super agent"...
Apr 19, 2026
He was a 5'6" high schooler who "couldn't make a layup". Here's how he became a Hall of Famer...
