Financially confused☹️

Ladies I need your advice...
So I love my boyfriend like crazy, he's the greatest thing that's happened to me. The only thing is, he financially makes me nervous. He's 24, still lives with his Dad (he lost his mom & sisters two years apart in high school and is terrified of leaving his Dad and something happening). He has 2 trucks and a RZR and is over $70k in debt. I work my ass off working 2 jobs/ 70 hour weeks to have a roof over my head and food on the table. Yet I find myself every few weekends giving him $20-40 to get him through the week or to fill his tank up. Which I don't mind sometimes but at the same time it's so frustrating. I've told him and he knows how I feel. He's evidently looking for a new job that pays more but anything advice? I mean this relationship definitely won't advance until he gets financially stable.