Us parents aren’t always the most objective lot, but you sound informed, realistic, and grounded. Based on your son’s metrics and opportunities I have no doubt this will end well, it’s just the stress of parent who wants the put his kid in the best situation for success. Not to mention the added pressure of some of his peers closing on this portion of the journey.
There's something @ABSORBER says above that resonates for me, "I mean your son". I get from your tone, that you're a get things done type (me too, I get paid to make things happen), but I would recommend making sure you understand what he really wants and why - without the possibility of him parroting what he knows you want. Some kids struggle with this, but IMO it's critical they own the choices to avoid possible future regrets.
I also like the comment "show up with a chip on his shoulder". My son wasn't recruited in HS, he used that as fuel in Juco. He was told he'd he'd never be a starter at Arkansas by Boston's head of scouting, and he became their Friday night starter. Of all the kids on his HS showcase team, I don't think any would have picked him to pitch in a MLB playoff game - yet he has. Being overlooked can be a powerful motivator - lemons and lemonade is no joke...
Enjoy the journey, you're in the sweet spot for parents - you just don't know it yet. The parental stressing part never goes away, at least it hasn't for me.
Good luck to your son, this season and the many to come!