"I don't lie. I willfully participate in a campaign of misinformation." - Fox Mulder
You're building your team around a "star" player. You get the #1 draft pick. Your choices are:
1/ a close friend of your "star" player who has stated that he is willing to change his game to play alongside his pal.
2/ a perimeter player with lots of talent, good size, but has NEVER played Center.
When it becomes clear you were wrong you hold on to said player for 3 years longer than you should, losing all trade value.
You fire a "coach of the year" when he is a game below .500, and replace him with a coach with no head coaching experience. You then keep said coach in that position for an unusually long time when comparing that coach's results to the coach he replaced.
-- I can forgive most personnel mistakes made but I've often wondered why Toronto's scouting system can find people in Europe but can't sort junk from treasure when scouting end of bench vets, or D League players, etc., Some of the cheap available players we've missed is embarrassing. I've found myself hoping they would pick Person A from the D League every year, but instead of filling need, or picking talent every D League player they have ever given a contract during this regime was the top scorer in the league when called up. It's like they just look at pieces of paper, and cross their fingers.
D League games used to be streamed free online for heaven's sake.