--transfer to another D-I and sit out 2008-2009 then play in 2009-2010.
If he is granted a medical redshirt for this present season, then he would still have 3 years of athletic eligibility remaining.
Are you sure about this Tornado? Wouldn't he only have 2 years of eligiblity left?
The way I see it: If he is granted a medical redshirt, then he loses a year while sitting out his transfer year. (when players transfer, they are giving up their right to any redshirt years, barring an appeal for extreme circumstances)
So he either re-enters the D-I basketball scene as: a redshirt JR or a regular JR.
Which makes no difference, because he has only 2 years left regardless.
5 years to play 4.