Not only had the 2020 season changed the League fundamentally, but once more the League would alter the playoffs before the 2021 season. Members got together and discussed how they could utilize one more week of the NFL schedule (in 2020, 16 of the regular season's 18 weeks had been used for the Breakfast League's entire schedule). A decision was made to move to a 17-week schedule, expand the regular season to 14 weeks, and move from four divisions to three. The members spent much time discussion what rivalries they wanted to emphasize, and all the owners paired up into rivalries that were determined to be key to the League's culture - for example, Kenneth's rivalry with Kaelan Carlson. The playoffs would remain at six, but with three division winners and three wild card members.

In addition to that, the League lost a champion for the first time, as Brandon Gaede parted ways. Keeping in mind that Alex Annan was the most isolated in rivalry pairings, the Commissioner decided to bring rookie Connor Gibson, a friend of Alex's, to the Breakfast League. Big mistake.

This season would wreck the record book. By its end, four of the top ten most points scored in a season would be owned by 2021 teams.  Three of the top ten highest weekly scores all-time would as well; in fact, Kaelan beat his previous top scores to achieve the top four single-game scores in League history. He would also expand his all-time wins lead over the League, reaching 70 by the year's end. There were other accomplishments too: Kaelan became the first owner to win a 10th game against one opponent (Kenneth Pancake), ending the season with 10 all-time victories against the League's founder and two all-time losses.

Christian McCaffery was the first player off the board, drafted by Ethan Maas. The League's drafting approach was more balanced than in years past, with just one QB and one TE going off the board in the first two rounds. Notable grabs included rookie RB's Najee Harris and Jonathan Taylor by Connor Gibson in the first and second rounds, Calvin Ridley by Carlson in the second round (a wasted pick that no one could have seen coming), Myles Gaskin by Pancake in the third round (a wasted pick that plenty of people could have seen coming), and Matthew Stafford by RJ Dechow in the ninth round.

It was a tight regular season - but that's just another year for the Breakfast League. By the time playoffs came around, 10 teams were sitting between 6-8 and 10-4 - nine teams had between 6 and 9 wins. Rounding out the field were Aaron Green and Ethan Maas with seven combined wins. Rookie owner Connor Gibson would go 2-4 in his first six weeks, but he followed that up with five straight wins. He would only lose two games from Week 7 to Week 17. Meanwhile, the League was taken aback by sleeping giant Jared Kmiecik, who, after several disappointing seasons and holding onto the League's lowest active win percentage, won his first four and eight of his first ten on his way to claiming the regular season title and a bye week in the playoffs. Carlson was also hot for a time, winning six games in a row to finish out the regular season and claim the second playoff bye week. The rest of the League had fairly-distributed records.

Despite 10-4 Kmiecik and 9-5 Carlson claiming the two bye weeks in the playoffs, they both lost in the second round to first-round winners Connor Gibson and Sean Alumbaugh, respectfully. From that were several notable observations: for one, Sean Alumbaugh would be playing for a chance at the Breakfast League title for the third time in League history after losing the title bout two times prior and finishing as the second runner-up once. Secondly, in defeating Kenneth Pancake in the quarterfinals, the newcomer had beaten the former Commissioner three times to none on the season (once early in the regular season by the narrowest margin recorded in League history - four hundredths of a point, thanks to a last-second Lamar Jackson kneel-down and a Chiefs fumble prior to that). Thirdly, the two finals teams each defeated one of the League's most decorated owners to get to that point.

In the end, Sean Alumbaugh would lose the championship a third time in his career, making him sort of the League's 1990's Buffalo Bills. And Connor Gibson became the first rookie member (excluding the initial year of the Breakfast League) to win the title.