The '61 Phillies were already 29 games behind in the NL before their losing skid began on July 29. When they snapped it, they were 42 games behind. The streak began against the Giants and ended in a doubleheader against the Braves, when the Phils took the second game on Aug. 20. It actually began a four-game winning streak -- the team’s longest winning streak of the season. The Phillies finished the season 47-107.
2) 1988 Orioles: 21 straight losses
The '88 O’s didn’t just lose 21 straight -- they did it to start the season. They lost to the Brewers on Opening Day on April 4, 12-0, and did not win their first game of the year until April 29 at the White Sox, in Game 22 of the season. They finished the year 54-107.
3-T) 1969 Expos: 20 straight losses
In the franchise’s first MLB season, the Expos went on quite the streak from May 13 through June 7, dropping 20 straight. The stretch started with a 10-3 loss against the Astros and ended on June 8 with a 4-3 win at the Dodgers. The Expos finished the season 52-110.
3-T) 1943 Athletics: 20 straight losses
Connie Mack’s A’s were 40-58 through a 4-0 win against the Yankees on Aug. 6, but it went further downhill from there. They lost, 3-1, to the Yankees the following day and went on to lose each game through the first game of a doubleheader on Aug. 24. In the second game of that twin bill at the White Sox, the team finally won, 8-1, to snap the skid, before losing their next four games after. They finished 49-105, also tying one game.
3-T) 1916 Athletics: 20 straight losses
That’s right -- Mack managed two A’s teams that notched 20-game losing streaks, which is part of what can happen across any long tenure like his. The A’s streak began with a 7-2 loss against the Indians on July 21 and ran through a 9-0 loss at the Tigers on Aug. 8. The 1916 A’s never won more than two consecutive games and finished 36-117, also tying one game.
3-T) 1906 Boston Americans: 20 straight losses
The Americans, now known as the Red Sox, saw their streak begin with an 8-0 loss at the Yankees on May 1. They next won a game on May 25 against the White Sox, a win that improved their record to 7-27. How long ago was this? Fenway Park didn’t open until 1912 -- the team’s home park in 1906 was the Huntington Avenue Baseball Grounds. The Americans finished 49-105, and also had one tie.
7-T) 2021 Orioles: 19 straight losses
The Orioles' losing streak began after an Aug. 2 win at Yankee Stadium. You may remember that game, where a stray cat ended up loose on the field and caused quite a stir. The O's would not win another game until Aug. 25, and over their 0-19 run they were outscored by 108 runs, the worst run differential by any team in a 19-game span since at least 1901.
7-T) 2005 Royals: 19 straight losses
The Royals beat the White Sox on July 27 in 13 innings, but couldn’t carry that momentum on their subsequent road trip, losing the next day in Tampa Bay. They went on to lose 19 straight overall, next winning on Aug. 20 at the A’s. They finished 56-106.
7-T) 1975 Tigers: 19 straight losses
The Tigers actually reeled off a nine-game winning streak in early July against the Orioles, Brewers, White Sox and Royals, but by the end of the month, a different streak began. They lost on July 29 at the Yankees and did not win another game until Aug. 16 at the Angels. The Tigers finished 57-102.
Connie Mack gets a bad rap.
True, his teams have lost 100 games multiple times, but Mach has won over 100 games five times.
Mack (he managed 50 years you know) won four AL pennants in five years between 1910-1914, three of them were World Series.
490 wins in that five year span, and the ML season was only 154 games back then.
And then from 1929-1931 Mack won three more consecutive AL pennants, two of them World Series Championships.
Each of those seasons he averaged 104 wins plus.
Oakland has been sucking for 20 years now because.
a) They're purposely tanking for obvious reasons.
b) Steve Fisher is another in a long list of historic owners that fell ass backwards in their daddy's retail mega bucks that doesn't know a lick about how to run a sports franchise (see Bud Walton's daughter for example)