Are you planning to "play" with him before or after or this is nothing but lunch?
If you pick a high end restaurant, will you ask him to be dressed in a certain way?
Getting mugged also still happens!
Like they used to say in the old Spartacus guide AYOR. (At Your Own Risk), if it's too good to be true maybe it isn't!
To be honest with you if someone can't afford to hire now maybe he shouldn't!