@dsullivan - my suggestion would be that he is not ready for a pump yet to be honest. While they do some great things, you have to be motivated to use it. And it wouldn’t necessarily help the lows if he is having issues with keeping an eye on his CGM.
I actually started on my pump at age 21. I really wasn’t worried about what others thought, or worried about the pump hanging off me - they are small enough that you can keep it in your pocket if that is a worry.
Sometimes it can take a serious event to force someone to get serious about their care. I went on the pump because of a near fatal episode of DKA - but even after that, I didn’t take the pump seriously because I wasn’t ready to.
I think that all you can do is show that you care and hope that he sees how serious the disease can be.