Reclassify first covid?

I’d say it depends on where you live. In FL, once you start HS the clock starts ticking. As of now FL is not giving additional eligibility. 

Most every state in South once you walk in the high school and register you start your 4 year clock.  So if he was a freshman last year he is locked in.  He can take an extra year at the end or go to a complete private school that does not play HS association, but those are not cheap. 

2023 was the youngest kid in his class and we decided to home school and repeat 6th grade.  Best decision we made.  Noticeably more mature relative to peers.  Great grades.  Admittedly not the same situation as you.  I don't understand all the nuances (and there might be unintended bad consequences) but it seems like if you are thinking forward to college baseball than isn't all recruiting done by the spring of senior year?  If he did lose eligibility and is willing to miss that last season then wouldnt he benefit for recruiting by being physically more mature?  Couldn't you explain it all off as he was young and, with covid, we decided to academically redshirt him?