No, this makes sense and happens in real life all the time. Some players prefer to make less money if it means they will be successful and win a championship. No knock against DL's team, but he was just recently promoted and likely lost that type of player to a more established (maybe just recently demoted GHL) team. Some players only want money, some want to be the star, and some want to be in first place even if it means being 4th line and paid less, just like in real life.
In this specific example, I totally agree with you. If I were that FA, i would have totally signed with the other team as well. And I'm glad he did... it puts a chip on my shoulder :-) (like Tom Brady).
I think my point was more around (1) new managers taking over, and (2) level of competition each manager has faced. There are 30+ managers in Biscuit who are more established than I am. But I did promote with a high level of competition. And using an extreme example... I took over a team in a fast world a few seasons ago in LIHL and was able to rattle off 26 straight wins and promote (under a different account). The league was watered down with 1/2 computer teams. It wasn't impressive at all. If someone wanted to (which I highly discourage), they could do this year after year and build their reputation, then take over a team in a Slow world. They would immediately be one of the top managers and have the inside track to the best FAs. That isn't right. I'd much rather work my way up the right way. In other words, if I joined Biscuit with that other account, that account would be rated higher than my current Biscuit account, which would be absurd.