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Romney quote from the McCain dossier "I'm basicaly in the investor's hall of fame." I think that if he wasn't running for president he would be paying pretty close to his investments. Running for president a few times is in itself a pretty decent investment if you stand any chance at all, can probably earn a few board seats and what not.
Mitt has chosen to pay the opportunity cost of being hands off with his money for a bit while he gambles on a bigger pay off. The dollars may not matter all that much, but there will be plenty of payoff from this campaign in name recognition, a place in history and probably many other things. He might actually have a pretty good idea where his money is going, but needs to keep a nice veneer of plausible deniability.