I'm not sure it's relevant, but I went about 4 years on a knee that the doc said "The next step is replacement. You'll tell me when you're ready." I finally was about 4 years ago. I'm at that spot with the other one now after having it scoped for the 3rd time, although it's not as bad as the other one was and I hope it has more than 4 years left. My knees hurt at least a little bit almost all the time. I assume it's a normal part of getting old.
I also assume most pro athletes deal with pain during and after their careers. Dobnak is back to pitching at the AAA level. In the big picture, that's a very high level. Realistically, the odds of him getting back to the MLB level are not great, but he's still just one step away. He has made a lot of money, he gets to play baseball for a living, and he still has a chance to get his dream back. If he doesn't make it back, he still should be able to do a lot of things and not have to worry about money.
And how bad is his finger pain? If it hurt all the time to the point is affected non-baseball activities, would he be back to throwing a baseball? Maybe, but probably not. I know Dobnak had surgery on his hand, but I'm not sure if it was because the pain was so intense or because he just couldn't do the things that his livelihood depended on. My guess is when he's sixty his daily pain will be from his shoulder and elbow, not his finger.