hmmm.
Money is a DB position, usually played by a S, every once and a while a CB, but never an LB. We actually pull an LB off the field to put the money in for the dime defense. We've never had a guy start out as the money and move inside. Usually if they play Money early, then end up as a base safety once they learn more packages in the D.
With Evans, it wasn't the development of ball skills that moved him inside. It was the fact the staff always thought he should have been inside, but he really wanted to be a pass rusher, so the staff let him start there at OLB, even though he was no where big enough to be a 3 down guy. Once he figured that out, and also figured out he wasn't going to be able to gain the needed weight to start outside, he moved to where the staff thought he should have been all along - turned out well for him.
Jackson doesn't have the weight or length to even be in the discussion at OLB or even play a specialty role off the edge in our scheme (Our OLBs are still hybrid LB/DE types who are at least 6'3" and 250ish), so he's either a pure ILB or a project as a big safety.