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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Baseball
Mar 22, 2026
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15 min read
How a 5'8" assembly line worker became an MLB legend
Mar 15, 2026
13 min read
“Even though he was one of the best pitchers of his era, he seems remarkably unknown.”
Mar 8, 2026
18 min read
How he turned a $4,000 contract into a Hall of Fame baseball career.
Mar 1, 2026
The impact sent a jolt through his body as he collapsed to the floor...
Feb 22, 2026
What the average fan doesn't understand. PLUS: how he tore a hamstring on a strike 3 call...
Basketball
Feb 15, 2026
“There’s just no way any other college basketball game had this impact.”
Football
Feb 8, 2026
16 min read
He's one game away from a Super Bowl ring.
Feb 1, 2026
14 min read
3 colleges + 5 jobs = Super Bowl ring?
Jan 25, 2026
"I thought it was over...What am I going to do?"
