Some results in the game are totally bizarre.
I just joined an online league with one or two sims left in the regular season. The team had a losing record. At the end I finished 81-81, tied for the division lead after winning something like 15 out of 18 games. Won the playoff tie breaker, beat a 104 win team in the first round, beat a 99 win team in the League Championship and won the WS 4-1 against a 95 win team, losing the first game 10-0.
In my solo league despite having the best team by miles every year, I haven't won the WS in 9 seasons. This is not so bizarre as an AI team has won 4 in a row and 5 of the last six.
This may be controversial, but a small part of me feels (sometimes), that the results in OOTP are random. I have no rational basis for this feeling other than some of the bizarre results I see.