the best answer i can give you, bagger is think about the possibilities before you spend your first dollar or at least before you starting going in deep in a battle. ask yourself "what if i lose, what is plan B?" then what you have to weigh is the risk. in some situations, the risk is you have to take a walkon and thats usually a risk worth taking if you feel you have a decent shot at winning the battle (yes, you can sign players for $110, but make sure that $110 player is a better option in the long run than taking a walkon this year and having an extra spot next year, )
also, factor in what your other options are, obviously, the player we are thinking about battling for is the guy we really really want, but how much better is he compared to the next best option who might not be considering anyone.
i think the real danger is not the one big battle... its getting into multiple battles in one recruiting cycle. thats when things can go really bad. because all those guys you are battling start realizing that you are in multiple battles and smell your weakness and go after the recruits even harder.
just remember, there is a perfect shot (recruit) out there tryin to fine each an evry one of us, all you gots to do is get out of the way and let it find you.