When younger, play as far up as you can to face better competition. Play on a team that emphasizes development. Play on a team that you will be on the field.
A big name team that only emphasizes winning at 12u-14u won't help you get better. Playing up and sitting the bench develops nothing. Younger players need practice and reps to get better.
Once you hit recruiting age/size/talent play with your grad year. Coaches are there to see a specific graduation class, 2024's or 25's or whatever.
If your a complete stud, it won't matter, you'll be found. If your not a complete stud, you'll get over looked as undersized, under powered, under every 5+ tool.