The Underdog Newsletter
The best sports stories you've never heard & powerful lessons from underdogs beating the odds.
Written by
Tyler O'Shea
Connect
Oct 4, 2026
•
7 min read
And "meaning in suffering" while staring down a Stage 4 cancer diagnosis.
Football
Sep 27, 2026
8 min read
But he became a secret weapon anyway...
Sep 20, 2026
9 min read
A little white lie changed the course of his life...
Sep 13, 2026
He sent 1,000 emails hoping for just one yes...
Sep 6, 2026
His secret? Keeping his "head in the clouds"
Baseball
Aug 30, 2026
He "couldn't play." But he made it happen anyway...
Aug 23, 2026
Meet the real-life (baseball) version of The Waterboy...
Aug 16, 2026
The media thought it was a “publicity stunt” or marketing gimmick...
Aug 9, 2026
6 min read
Meet the 62nd-round pick who forced his way into the Hall of Fame....
