But a day like Friday, with a day and night game, isn't the longest possible in baseball.
"Let's play three," Maddon said, his voice dripping with sarcasm.
Almost 35 years ago, when Maddon was a member of the 1980 Boulder Collegians of the National Baseball Congress, the Tampa Bay manager did.
The Collegians were scheduled to play three consecutive days of doubleheaders in Sturgis, S.D., when one of the first two days of games -- Maddon can't remember which -- was rained out.
"I thought they were going to play two doubleheaders," Maddon said.
Instead, general manager Bauldie Moschetti set up a tripleheader.
After making the drive from Boulder, Colo., to Sturgis in Moschetti's 1965 Pontiac with a bad muffler, it was time for three straight seven-inning games.
"By the time I got there, I thought we all got poisoned," Maddon said. "I had the worst headache of my life."
Maddon can't remember if he played at all in the first two games, but he knows he caught the third, and it was a busy day nonetheless. Maddon was a player-coach for Boulder that particular season.
"I caught the last game of the tripleheader," Maddon said. "We won all three games on that particular day."
David Wilson is an associate reporter for MLB.com. This story was not subject to the approval of Major League Baseball or its clubs.