Black Thoroughbred

I feel like I'm in that liminal space where I know I'm going to have to let Star go soon but don't know when the right time is. Most days he's fine, gets around the paddock well and seems happy enough. But the other night he went through a fence and it wasn't the first time. I don't want to wait for the day he seriously hurts himself but I don't want to rob him of more good days either. He seems to struggle a lot when it's very windy, I worry about how he'll cope as we move into winter and the weather gets worse. Ugh it's so hard, especially since he's doing so well weight wise and doesn't seem to be struggling with mobility(saw him get up from a roll with ease the other day). It's just his eyesight. The quality of life question weighs heavily on me.