When I started, season 50 or so in Stagg, I was told that the earlier you spent the money the better value for each $ you would get.
But the value was never known.
Same with the diff in Elites> BCS>NonBCS.
Same with the value of a Coaches Reputation, and Loyalty and their effect on recruiting.
Same with the diff in a CampusVisit and a HomeVisit (HeadCoach) or a HomeVisit (AssistantCoach).
What I was told is you get an initial boost for having the player on your watch list the season before recruiting begins. The amount is so small that you will not notice but it is there. Then during recruiting, every cycle the value of a CV and HV would drop slightly. Once again, the amount is so small that you will not notice but it is there.
Either way the situation in the OP smells fishy to me. It sounds like Eugene Delgado should have at most been yellow for you both, not green for the WIS Staff. And the fact that you put so much effort into the player and he some how he magically knew exactly how much to spend on all three players is suspect.