Regret #3: Showing interest in Ben Simmons
The Spurs' rumored pursuit of Ben Simmons has certainly been a topic of interest for fans ever since the start of trade rumors involving him first arose. In theory, the Spurs' interest in him makes plenty of sense given his three All-Star appearances, his age (25), and the four years remaining on his contract.
In reality, though, a hypothetical trade of Murray, Walker, Thaddeus Young, and possibly two first-round picks for Simmons makes little sense for the Spurs. In addition to possibly having to give up three rotation players and two first-rounders, the Spurs would likely have to give up more assets just to build a decent roster around Simmons to make up for his lack of shooting.
Overall, given his questionable fit and the potential assets needed to acquire and build around him, I feel that the decision to pursue Simmons was a mistake from the jump. Although only a possibility, putting Murray and Walker up on the trading block without actually trading them could have damaged their relationships with the front office.
In that way, if other trade rumors involving Murray or Walker were to arise in the future, the team's pursuit of Ben Simmons is something they may regret going forward. On the other hand, though, this could also serve more as a motivating force for the two young Spurs players.
In the end, while the Spurs had a good offseason, it wasn’t devoid of flaws. Fortunately, though, despite a few mistakes, San Antonio's rebuild largely appears to be on the right track thus far.