If you can get a medical redshirt for a broken leg, I would guess you can get one for a heart infection that was diagnosed before the season and the doctors just recently cleared him to play.
It used to be much more straight forward and the answer was almost always "no". It came down to whether or not a specific injury cost you two years.
First, it's a different scenario than a medical hardship waiver. A medical hardship waiver exists when you play just a bit in the first half of the year and get injured. It's the situation like Boddy-Cahloun.
Getting a 6th year is a different analysis. . .
From my understanding, a player must show that he missed more than 1 year due to a situation outside of his control. The problem is that Bobek took a redshirt during his transfer season. The NCAA specifically states that taking a redshirt is not one of those situations outside of his control. He sat out because he transferred and took a RS. So the illness only cost Bobek most of this season. So, I would actually be a bit surprised if he was granted a sixth year. However, they are becoming more and more liberal with this rule.
-This is why Kim Royston was really stressing that he had to transfer for family reasons (it made his "choice" to come back to the U, less of a choice and more of a family obligation).
-It is also why the Mbakwe case was so difficult. Was the situation entirely outside of his control? (being accused of assault) There were a lot of fake experts weighing in that there was 0% chance he got a 6th year, but they didn't understand the process.
So yeah, it'll be interesting.