He would be the prototype of guy we need. A LF who hits RH and can split up Votto and Bruce however they aren't going to give him up for Homer. Dayton Moore is having a tough time giving him up on Matt Moore or Jeremy Hellickson. Those two are cost controlled for atleast 4 more years and have had atleast similar success to Homer (except for a no hitter). They are younger, cheaper and most importantly probably better.
Bailey for Myers would be a classic Jocketty trade. Then use the money saved from Homers contract to add a closer and move Chapman to the rotation. All that would be left is a leadoff hitter and beefing up the bench.