Like everyone else has said, he will let you know. And no, it isn't cruel to hold on if life is comfortable from his perspective.
I truly feel your pain, as I just went through this 2 weeks ago with one of my dogs. He ruptured a disk, it compressed his spinal cord, and he was paralyzed when I found him. He and I both knew it was the end. It was the hardest thing to do, but at the same time the easiest.
My thoughts and sympathies are with you in this difficult time.
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