Would you chapter an NCO with 11.5 years of service for APFT failure 8 months before his ETS date?

I have a fellow NCO (SSG) in my unit that has been in for 11 1/2 years and does not plan to reenlist. He is currently 8 months from his ETS date. He has failed the last three APFTs (Run event) but is steadily improving, about 1 minute improvement each test. He's never been in trouble for misconduct and has never had any UCMJ against him in all his career thus far. The chain of command has initiated chapter preceedings but haven't followed through with it just yet. The commander has already imposed a bar to reenlistment. He has 98 days of leave which would put him on terminal leave in about 5 months. He's only been counseled for APFT failure once and they will not give him any diagnostic APFTs. All three have been record APFTs back to back. He is wanting to submit a 90 day school drop which would put him out of here (if approved) by April on terminal leave but is afraid there will be push back from the chain.

A little background on the guy, he came to the unit on a compassionate reassignment last April due to his child's medical needs and about 5 months after he got here he was sent over to ACAP to work there on a 6 month rotation. At this point he had already failed the APFT once. There is no organized PT where he is so he is left to do PT on his own time.

What are your thoughts on this? Should his command have sent him to work at ACAP given his situation with his assignment and the APFT? Should he be chaptered or would you just let him ETS?