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I've had to make the call on senior pets about four times now, and it's tough. Sometimes it's easier, when they're in visible and obvious pain and sometimes it's hard, when there's no one thing you can point to. The lovely home vet who helped my last senior kitty pass said it helps to keep track of the good days and bad days. If your pet is affectionate, playful, can get excited, that's a good day. If they hide, lie in quiet places and aren't interested in things they usually love then that's a bad day. When the majority of their days are bad days, it's time.
I wouldn't think your dog would have better care in a shelter, even if you're feeling guilty about being away a lot. Maybe there's a way to shift your schedule to have more time with your dog when he's most active, or maybe there's a local kid who wouldn't mind hanging out with your dog on certain days. It's worth exploring more options because a shelter will almost certainly be a worse experience for him.