Alex: Well, since he "broke service" with your league and he no longer lives within the boundaries of your league you need to apply for an "Out-Of-Boundary" Waiver (he no longer qualifies under II(d) or IV(h)).
The Parents write a letter explaining/justifying why he should be allowed to play in your league.
Your President (with approval of the BOD) write a letter asking for permission to have the player play in your league.
The President of the league in which the player does reside writes a letter approving or denying the request that the player play in your league.
The Three Letters go to the DA (only two letters if the area where the player resides is not within the boundary of another league).
The DA writes a letter giving his/her recommendation.
All the letters get forwarded to the Region and ultimately Williamsport where the request will be approved or denied. If approved, it could be for Regular Season Only or for Full Participation (Regular Season and Tournament Play).
The player should NOT be allowed to participate in your league until the Waiver process is completed.