I think reaching out is 100% fine. As others have noted, if he's not interested, he probably just won't reply, and you're fine. I would not ask for current photos, though. What if he sends them, and you are no longer interested? I would feel awkward about hitting up someone who (as far as you know) is no longer active in the business, and then rejecting him when he sends pics. Would you ghost him and not reply? Reply and tell him thanks but no thanks? Maybe I am too sensitive, but that sounds messy.