Our expert says:
He's stiff all the time? That would be unusual. Getting stiff the first few times is expected, nothing wrong with it, but it usually goes away with time and training.
Is it possible that it's just tightness, like inflexibility that seems like stiffness? Maybe just a programme of regular stretching would be effective for him? I don't know if he's overdoing it or not. It's possible, of course, and anyone can overtrain given the right circumstances.
I'd look at stretching regularly, and maybe especially lower back and hamstrings. I don't think that it's a damage issue from exercise, but something from chronic training and use.
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