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October baseball is special. It features premier player matchups and chess matches between managers. Summer heat gives way to the autumn chill. Every seat is filled, and fans get to witness a month of intense drama, suspense, and entertainment.
Baseball fans know to buckle up each October. A club with far fewer regular season wins knocks off a supposed powerhouse, and pundits scramble to explain the upset. Was it momentum? Luck? The magic of October? Poor in-game management? Nerves?
In this blog post, we view postseason baseball through the lens of probability and performance. We touch on how randomness, context, and human behavior combine to produce outcomes that often defy popular expectations. Let’s play ball!
Dating back to 1903, Major League Baseball has been split into two groups of teams: the American League (AL) and the National League (NL). Through 1968, the team with the best record from each league played each other in the World Series. Since then, the number of playoff rounds and qualifying teams has expanded. The table below shows how MLB’s playoffs have evolved over time.
Table Notes:
1 In 1904, there was no World Series because the National League Champion purportedly refused to play the American League Champion.
2 In 1994, there was no postseason due to the work stoppage and labor dispute between the MLB owners and players’ union.
3 In 2020, MLB used a modified playoff format that included eight qualifying teams per league due to COVID-19.
Under the current playoff format featuring 6 AL and 6 NL teams, the road to the World Series becomes a war of attrition, and chaos is virtually guaranteed.
The track record of wild card teams has long fascinated me. Over the past 30 years, they have consistently thrived despite not winning their division:
These numbers show that wild cards are not just spoilers; they are legitimate contenders once October begins. What follows is a deeper analytical dive. By blending probability theory with baseball context, we can see more clearly why October outcomes can defy popular expectations.
Regular season win-loss records capture how well a team performs across a wide range of opponents, ballparks, climates, and circumstances spanning April through September. The margins between division winners and wild cards usually amount to only a few wins over 162 games.
Over the past 30 years, division champions average 95 regular season wins (interquartile range: 92 to 98 wins), and wild cards average 91 wins (interquartile range: 89 to 94 wins).[1] There are two key takeaways from these summary statistics.
With respect to the second bullet point above, a division champion might rack up wins against relatively average and weaker clubs but struggle against the teams that qualify for the playoffs. Or, they might be loaded with left-handed hitters but vulnerable when facing left-handed pitching, something they didn’t have to face as often during the regular season. In a seven- and especially three- or five-game series against the best teams in the league, weaknesses will be magnified.
📌 Example: Atlanta Braves from 1991 to 2005
During the 1990s and early 2000s, the Braves averaged 96 wins and captured 13 straight division titles behind three future Hall of Fame pitchers (Glavine, Maddux,[2] and Smoltz)[3] and an offense that was anchored by Chipper Jones, Andruw Jones, and Javy Lopez. Yet their postseason success was intermittent: one World Series title (1995), four World Series losses, four NLCS exits, and five NLDS eliminations. Come October, the gap (if any) between these Braves teams and the other top MLB clubs was far less noticeable.
The July 31 trade deadline can reshape rosters.[4] Some teams add difference-makers while others make only minor adjustments. By October, playoff lineups can look quite different from the ones that built the standings. As a result of these player transactions, October often showcases teams that are stronger, deeper, or simply different from the ones fans watched all summer.
📌 Example: 2022 NLDS, San Diego Padres (89-73) vs. Los Angeles Dodgers (111-51)
At the trade deadline, the Padres made a splash by acquiring Juan Soto, Josh Hader, and Josh Bell. The Dodgers’ biggest move, Joey Gallo, had little impact. By October, San Diego looked like a new team. They stunned their heavily favored rivals despite having lost 14 of 19 matchups against them during the regular season.
From a purely statistical standpoint, the shorter the playoff round, the greater the variance. Suppose the “better” team has a 60% chance of winning any given game. Within this framework and using standard probability techniques, this “better” team has a 68% chance of winning the best-of-five LDS (and a 32% chance of losing the best-of-five).[5] That’s the likely outcome but far from a lock. Across the two League Division Series each year, there’s a 54% chance that at least one wild card will advance.[6]
📌 Example: 2014 San Francisco Giants (88-74) and Kansas City Royals (89-73)
Both wild cards beat top seeds in five-game Division Series. The Royals swept the 98-win Angels in the ALDS, and the Giants ousted the 96-win Nationals in the NLDS. Both the Giants and Royals made it to the World Series, and San Francisco went on to capture the title with a Game 7 victory.
The 162-game regular season provides a rich dataset on every player and team. But those six months, plus a month of Spring Training, are exhausting for managers, coaches, players, and staff. Which playoff team will be healthy and peak at the right time? It’s not necessarily the one with the most wins. Pitcher workloads, nagging injuries, and bullpen depth are hidden variables that the standings don’t capture. October often rewards teams that managed health and workload as carefully as wins.
📌 Example: 2022 Phillies (87-75, 3rd place)
Underdogs on paper, the Phillies entered October with their rotation lined up, bullpen roles set, and stars healthy. They stormed past the Cardinals, Braves, and Padres — each of which finished with more wins than the Phillies during the regular season.
Some teams simply get hot leading up to the playoffs.
Consider a club that squeaks into the playoffs but closes the season on an 18-6 run while beating quality opponents. That team is likely executing cleanly, getting contributions across the roster, and playing with confidence. By contrast, a 100-win team that stumbles to a 12-12 September may already be showing cracks. In October, recent form often outweighs six months of averages.
📌 Example: 2019 Nationals (93-69, 2nd place)
After a dreadful 19-31 start to their season, the Nationals surged to a 74-38 record the rest of the way. They carried that momentum into October and captured their first World Series title.
In the postseason, every team starts fresh at 0-0. Regular season win totals, hot streaks, and historical pedigree set the stage. At the same time, probability theory reminds us that anything can happen in a short series. A handful of games against the league’s best can erase a summer’s worth of separation. Matchups, health, and form in the moment often matter more than 162 games of evidence. It’s what makes October baseball both unpredictable and fun to watch from start to finish.
The various MLB teams’ win-loss totals, playoff results, and player transactions referenced in this article were obtained using a combination of mlb.com and baseball-reference.com.
[1] These summary statistics and generalizations exclude (i) the 1995 season that was shortened to 144 games due to the work stoppage and labor dispute between the MLB owners and players’ union, and (ii) the 2020 season that was shortened to 60 games due to the COVID-19 pandemic.
[2] Greg Maddux was on the Braves for 10 of these 14 divisional championship seasons, from 1993 through 2003.
[3] This average of 96 wins includes the 1995 season, when the Braves won 90 games in a 144-game schedule shortened by a labor dispute between the players and owners. If those 90 wins are projected over a full 162-game season, the average across the 14 years rises to approximately 98 wins.
[4] After the deadline passes, players cannot be traded to another organization until that season’s World Series has concluded. Note that through the 2018 season, MLB had a secondary, more complex trade deadline on August 31. Beginning in 2019, the league adopted a single trade deadline at the end of July.
[5] There are several ways for a team to reach three wins in a best-of-five series:
When we add up the probabilities of all these possible paths and assume the “better” team has a 60% chance of winning any given game, the overall probability that they win the series is about 68%. It follows that the probability that the underdog wins a best-of-five is 32%.
[6] With two series each year, the probability that both wild cards lose in the LDS is: 68% x 68% ≈ 46%. It follows that the probability of at least one wild card team advancing is 100% – 46% = 54%.