Just sending a hug as it is a heart wrenching decision to make. Based on your question you will do right by him.
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Thank you for doing right by him. When you start to ask is it time, it’s time. There is no too early, only too late. If you can give him some more happy days in nice weather then let him go if he turns for the worse, or before the weather turns bad, I think that is the best gift you can give him.