How about you do one of those "swellopt" deals for Manny?
7 Years, $250-70 millionish (whatever it is), opt out after 6, White Sox have 2 year option after 6 (boosting it to 8 years over $300 mil). That way we get a little protection for the deal and Manny and his agent can tell people he got Machado $300 million.