Just did a quick Verbal Commits search and in the 2023 portal, 22 of the 25 transfers who left the Ivy League were grad transfers (the Ivy does not allow grad students to play sports).
The only underclassman of substance is GW transfer Garrett Johnson, who's now starting as a redshirt freshman.
The other two were out-of-rotation guys who transferred to other high academia schools (Harvard's Samuel Silverstein to NYU; Penn's Gus Larson to Cal).
It's not impossible, but it's incredibly rare when non-grad transfers leave the Ivy early.
Personally, I don't see a reason for Wolf to transfer from Yale. It's a consistent top-100 team in a competitive conference with one of the best coaches in the nation. They also play a style that suits his development: Jones lets him do his thing on offense and then his tough, heady defensive system will work on Wolf's weaker points on that end.
Just conjecture, but my guess is the only way Wolf doesn't play four years at Yale is if he fast-tracks his degree and graduates in three years.
That being said, Wolf is an NBA player. Right now, I see a lot of Luke Kornet in his game, but Wolf's offensive game is already ahead of Kornet's back when he was a sophomore at Vanderbilt.