Aggregate enjoyment is higher for A, but peak enjoyment is higher for B.
Our 2023/2024 season was brutal. Terrible football, big losses, long stretches of barely scoring goals and barely winning. It is a lot of “pain” throughout the season and very little enjoyment, but the day we won the FA cup exceeds any single day in Liverpool’s season.
There are good studies in scientific literature on something a bit similar but more serious, which is pain and pleasure scoring, especially pain. The tl,dr; is that we remember less frequent but more intense pleasure, and we remember less frequent and more intense pain, than more frequent but less intense of both. Our brains also focus on end events disproportionately. The example is you’d walk away from a procedure that had you consistently at 5/10 on the pain scale feeling better than one that had you at 2/10 but ended with one spike of pain that is 8/10. Similar takeaway for pleasure.
Our psychology will always mean we look a lot more fondly at a season with weekly low level misery and a peak high, especially when the high is at the end, compared to weekly low level pleasures and no satisfying peak event or a bad/painful peak even at the end of the season.
B will stay with you a lot longer, even if A is objectively a better season to build on.