There are a whole lot of good coaching prospects out there. It is really hard to decide, or even narrow it down. I suppose first you might want to determine what kind of head coach you're looking for. Are you looking for a guy who is offensive minded or defensive minded? My thoughts, are that in this league you need to have outstanding pitching. So, I tend to be more of a guy who wants to pick someone with a resume for great pitchers.
I next have to wonder just what kind of experience I want out of a coach. Should it be a former head coach or a guy who is an assistant. That is a hard one. Part of mean leans towards assistant at this point because I know I can get someone like the three I listed above, that have been coaching at some big time baseball programs and have experienced the hardships of coaching in a situation like UK is in. The Louisville assistant, for instance, will likely be pretty well prepared to recruit to Kentucky since he's been recruiting the state for a while already.
If I am looking for head coaches it gets a bit harder, because I think there is a happy medium zone of success. By this I mean that many times a coach will be at a school for 6+ years before they have any success. That could be because they needed time to build, or because they got an assistant that really boosted them. Hard to say. One example of this is Missouri State. Their head coach has been there 33 years and in that time he's made the NCAA tournament 8 times. However, what is amazing is that in those 33 years he's made a CWS appearance, and last year lost a super regional to Arky. He has very consistent success, but just can't seem to make the tournament more consistently. Then, you have the guys who get to a school and they immediately blow up, but they've been there for only 2-3 years so it is really hard to tell if they just caught lightning in a bottle or if they can sustain success.
I think at this point I would prefer a pretty proven assistant. IMO Henderson was not really a proven assistant. He had one good stretch with Florida, but I don't think he did that great at Oregon State and didn't do that great at UK before being named head coach. However, both the Vanderbilt pitching coach (and hitting coach for that matter) have shown great ability to coach up players in the hardest league and the Louisville pitching coach has consistently had top 5 bullpens in the entire county, even in the ACC. Those, to me, are top proven assistants that I'd be willing to give a shot.
One thing I like to do is go through the RPI list and find small schools that you wouldn't really expect to find there. Then I check out their coaches. A good one that is probably not quite ready for SEC coaching is Jeremy Talbott at Louisiana Lafayette. He doesn't fit my pitching coach, but check out his bio:
http://www.ragincajuns.com/coaches.aspx?rc=725&path=baseball