The Black Bears continued to fill their 2021 trophy case by taking the City-County League Diamond Division Championship. The team had to battle through the loser's bracket after forfeiting their first-round playoff game against Kutztown, due to their simultaneous participation in the PA Cal Ripken State Tournament. They completed the championship run with back-to-back wins over Governor Mifflin with scores of 9-6 and 5-4.
Boyertown faced Muhlenburg in their first loser's bracket game, after the aforementioned forfeit to Kutztown. The Black Bears cruised to a 17-3 victory, thanks to a monster 14-run second inning that saw 18 Black Bears come to the plate, 7 walks, 4 singles, and 4 Muhlenburg errors. Jameson Y went 2-2 to lead Boyertown hitters for the game. Boyertown pitchers Connor H, Jackson K, and CJ C held Muhlenburg to three hits while striking out nine. Connor H struck out seven in only 2.2 IP.
The Black Bears faced Kutztown in their second loser's bracket game, and this time Kutztown did not get the benefit of a forfeit. Boyertown pitchers TJ B and Jake M hurled a combined no-hitter while the Boyertown offense was on full display in the 14-1 victory. Joey G led Boyertown hitters, going 2-2 with 3 RBI.
Having advanced decisively through the loser's bracket, the Black Bears now faced the winner of the winner's bracket, the Governor Mifflin Mustangs. Mifflin had not yet lost in the double elimination tournament, meaning the Black Bears would need to defeat them twice to claim the championship. Game 1 looked at first like Mifflin might eliminate the Black Bears in a single game, as Boyertown fell behind early. After Boyertown took a 2-0 lead in the top of the first, Mifflin answered with a 4-run bottom of the frame. Boyertown clawed a run back in the top of the second, only to have Mifflin score two more in the bottom of the inning to extend their lead to 6-3. After a scoreless third, Boyertown narrowed the deficit to 6-5 by scoring two in the top of the fourth. Tyler T amplified the momentum by striking out the side in a scoreless bottom of the fourth. The top of the fifth was the turning point in the game. Jameson Y and Cole N led off with back-to-back singles. Jayden T followed with a huge fly ball single to center, scoring Jameson and Cole and giving Boyertown their first lead of the game. Those runs were all Boyertown needed, although they would go on to add two additional insurance runs on the way to a 9-6 victory. Jayden M swung the hot bat for the Black Bears, going 3-3 with a walk. Tyler T entered to pitch in the bottom of the third for Boyertown and was a big part of the comeback, not allowing a baserunner through three scoreless innings while striking out six. Jayden M pitched a six-out save, only allowing one hit and striking out two.
The win against the Mustangs in Game 1 set up a winner-take-all rematch in Game 2. Mifflin again took the early lead, this time scoring two in the top of the second. Boyertown responded more quickly than they had in Game 1, taking a 3-2 lead in the bottom of the third. They would expand their lead to 4-2 in the bottom of the fifth, only to see Mifflin tie it up in the top of the sixth. After a scoreless seventh, the game went into extra innings. After a lead-off Mifflin single in the top of the eighth, Jayden M struck out the next two batters and catcher Tyler T threw out the only baserunner, holding Mifflin scoreless. After a lead-off pop out in the Boyertown bottom of the eighth, TJ B hit a huge line drive double to right. Jackson followed with a pop fly single to shortstop, putting runners on first and second (TJ was unable to advance). With Jayden M at the plate, both runners advanced on a passed ball, putting the winning run on third with nobody out and a 3-0 count. Jayden took the next pitch - strike. With a 3-1 count, he laid down a perfect drag bunt between the pitcher and first base to score TJ B standing and win the championship. Tyler T went 2-2 with two walks in the game. Boyertown used four pitchers in the contest - Jameson Y, Cole N, Connor H , and Jayden M. The pitching quartet held Mifflin to two hits over the 8-inning game, striking out an amazing 16 batters. Cole N struck out seven over his three innings pitched.