When you've grown fully accustomed to resolve everything, every single and little thing, on your own since you were little with no help whatsoever it's difficult asking for help. It takes a strong will and a fierce battle against your instincts and anxiety to say "I need help, I'm not okay, I cannot manage this on my own" because it makes you feel vulnerable. Furthermore, I think that Woo-won has been suppressing his feelings and self for a long time in order to be liked, to not be a bother, to feel useful. It's worse when it's the person you really love because you want them to see your best but you're afraid they'll leave at your worst even if they tell you and show you that they'll be still there. You cannot believe that because no one was there before, they always left. Add some abandonment issues (the father left, the mother left for a few days, his girlfriends left, the one thing he loved had to be given up), add physical and emotional abuse for we don't know how long... I'm pretty sure he has disorganised attachment and now that he's not in a pretty place it's biting his ass and messing with their relationship.
Having a rich boyfriend willing to help you does nothing when you battle against yourself and your demons and your inner voices... What he needs is realising that he needs help, professional help, and solving all his traumas with therapy.
You cannot blame him for his actions, you cannot say he's wasting time and being a burden because that's precisely what gives more trauma to the person.
He does have a rich boyfriend willing to help but who is toxic AF too and also needs therapy. Instead of trying to understand and empathise with Woo-woon he blames him and then showers him with love and care and "I'm so sorry" and then when Woo-woon does something he doesn't like again we repeat the pattern.

All this couldve been avoided with good therapy
Its great having a rich boyfriend but in life kids, do your therapy and take your meds instead of wasting everyone s time and being such a burden.