Here's my live and learn story:
I'm an A- DII school in Phelan. I just spent about 5k (1/3 of my money) trying to get a DI SG ranked in the 180's. I had my eye on him since about the middle of last season. I didn't jump on him right away as I wanted to wait until closer to the beginning of the signing period, just in case a DI school got to him. The night before the signing period started he wasn't considering anybody. However, by the morning he was considering a B+ DII school.
I thought that I had a chance since he was considering a DII school and I had a higher prestige. I called him a few times and sent him some letters. He told me that I was a back-up because he thought he would go to a higher level school. I proceeded to throw scouting trips, promises and visits at him, which did nothing. The FSS notes even said that he didn't think he was a top priority for the other school.
In the end he signed with the B+ school. I figure there's not that much of a difference between A- and B+. Also, he was 30 miles from the other school and 140 miles from me. I guess distance was a disadvantage.