Betting favorites might feel comfortable, but it’s the single biggest trap in all of baseball. The crowd piles onto the teams everyone expects to win, thinking it’s the “safe” play. But if safety was the key to winning, there wouldn’t be so many legendary upsets that made history—and made bettors rich. This game is built for the bold, not the careful.
Just look at the 2004 Boston Red Sox. Down 0-3 to the Yankees, every analyst, every fan, and every so-called “sharp” had the Yankees as a lock. The public was all-in on the favorite, convinced it was already over. Then Boston did the impossible: four straight wins, flipping the script, crushing the favorite, and turning a handful of underdog bets into absolute fortunes. That wasn’t luck—that was the market’s blind spot, and those who saw it coming cashed in huge.
Fast forward to 2019. The Washington Nationals looked dead in the water in May, sitting 19-31, written off by everyone but the real value hunters. Every playoff series, the crowd kept fading them and betting “safe” on bigger names. What happened? The Nats won it all, as underdogs in every round, and bettors who kept pressing those plus-money lines rode a historic profit run.
And how about the 2006 St. Louis Cardinals? They limped into the postseason, barely above .500, and were considered no-hopers by nearly every model and commentator. But when they faced the Tigers in the World Series, it was the “safe” money that got buried. The Cardinals—+170 underdogs—ran through Detroit, and everyone who took the unpopular side looked like a genius.
What’s the lesson in all these upsets? The favorite is almost always overpriced. You pay a premium for comfort, and in this market, comfort is a losing strategy. Every time you back a heavy favorite, you’re accepting low payouts and sky-high pressure to win just to break even. That’s not betting with an edge—that’s betting with your eyes closed.
Meanwhile, the real opportunities are where the public isn’t looking. Underdogs don’t have to win most of the time—they just have to win at the right price. One good underdog ticket can erase a string of “safe” bets that only ever grind you down. You want to win like the pros? Start thinking like one: forget the hype, ignore the safe bet, and go hunting for lines that don’t match reality.
Underdogs in baseball are special because this game is built on streaks, randomness, and the kind of chaos that punishes the obvious pick. The stats are clear: when the public runs to safety, the smart money moves to value, and the gap is where the real profit lives. You can follow the herd, betting the favorite and sweating every run, or you can take the price the market gives you and watch as the biggest payouts go to those who saw past the obvious.
Stop thinking you’re protecting yourself with the favorite. Start seeing every “sure thing” as an invitation to look the other way, spot the mispriced line, and get paid when the crowd gets burned.
This isn’t about risk—it’s about control, about seeing where the real edge is, and about having the guts to take it. In baseball betting, the history books and the bankrolls all agree: you get paid for spotting the setup, not for feeling safe.