Update: I kept going with my game and by late chapter 3 or 4, I was still unable to get around the Acquire Skill bug without going back to chapter 2 or so.
I had messed up on a few things, such as exp distribution and money usage, so I decided to restart from the beginning. (Thank you, R+x fast-forwarding)
I attempted to Acquire Skill as early as the game would let me (with Arca) and I didn't run into the bug at all.
Since I played with the crash bug quite a bit during chapters 3 and 4, I've somewhat concluded that, rather than simply getting a "good" character, the way around the bug is to have a "new face in the party" character