I inherited a team where the best hitter has three more yrs on his contract, 21 Health and a history of 60-day DL stints. Should I assume the odds are good/guaranteed he will get hurt at some point in any given season? He is healthy and raging 60g in, but I can't imagine I'll get my money's worth for three more years.

Max out your medical and training if you can. That will minimize the risk of significant DL time, and maximize recovery when he is injured,

I've had position players with low health (30s), although not that low... at those levels of health, and running 20/20 training and medical, I assume a 15-day DL stint most seasons but don't expect long injuries or injuries with major ratings drops. If you can get those budgets up to 20 (also a good idea in general, especially for training) you should be able to get your money's worth out of that contract.

The same is not true of pitchers; pitchers with low health will typically hit the 60-day DL every few seasons.

At least he's not expensive. Even if he misses 60 games, you're most likely still getting good value for the $6M/season.