Freedom isn't an all-at-once thing (or even a "more at a specific time" thing) - he's not significantly more responsible at 10y0d than he was at 9y354d. It's a tiny-bit-more-every-time thing.
What does he want in the way of freedom? Start off there, because there's no upside and potential downside in giving him freedom he doesn't want.
I'm really not sure what he would like. I was thinking 10 is an age where you start to have better judgement like he could ride his bike a bit further but that wouldn't work. He is a bit too in his head for safety even in parking lots.
I think he could use a boost at home in some way to feel more valued or responsible. Maybe it is somethings like letting him use the toaster. We baked cookies tonight and he was proud of himself.
