I like the sentiment, but the execution is hard. I suspect a lot of people would just forget to fill in a second (or third) depth chart. Instead, what if in the "losing late" box, you added a checkbox for "Insert better perimeter shooters"? If you selected this box, it would simply put in the guys with higher PER at each position (based on your depth chart) once you were down by X points with Y mins to go. Obviously, PER isn't the only factor that goes into 3pt shooting, and you'd be taking a risk in other areas, but at least it would get your 30-PER soph PG out of the game for his 50-PER backup. If what you need most is three's late in a game, this would be a super-simple way to go for it.