For me, always a scope. Used a scope for both my kids, the hundreds of school kids and dozens of first-timers who have shot my .22's.
The lad will pick it up once he gets the hang of it but at that age I always let them take prone shots. Typically they don't have enough strength to coordinate standing shots until around 11 or 12. Also encourage him to use the scope on 4x as that will be easier and slightly more forgiving than 7x zoom. If you want to get really carried away get a youth stock for him, he'll find that a lot easier to use.
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