I don't make too much of it, other than the idea that his ankle still bothers him sometimes.Did you make anything of the anecdote about his "hard slide" in September, or is that pretty much a red herring?
These can be tricky complex injuries at the ankle, and often the fibula fracture is only a small part of the problem. Very unlikely the fracture itself 10 years later is the main issue.
He probably has some associated ligament tears, scarring, instability, and arthritis that's much worse than typical "wear and tear". Maybe no one will insure the contract and they are going to either shorten the deal or have some games played incentive-type language added to get it to the finish line.