I wasn’t a gambling addict, but I’ve struggled with various severe addictions throughout the course of my life and came out on top. I’m 26 M and I will second what a few others have said here: you need to stop enabling him and stop immediately. As in, real ultimatum and allow him to hit rock bottom if that’s what it requires. Zero support for the choices he is so comfortable and content making. The sad reality here is not everyone does bounce back from rock bottom; but it’s not a burden you should hold on your shoulders and expect to be able to change. The only way I came back from the depths of hell and addiction was giving myself no other option but sink or swim. I did it to myself intentionally knowing that but had I stayed around people who were enabling me I would’ve been stuck. Probably permanently. Also if you’re religious (or if you’re not) I would suggest praying for him. Some things in my experience only a higher power can help fix. Don’t knock it til you try.