We’ve booked a moving van with all my stuff and his going to the new house together in two weeks time
This is in fact, the perfect time to break up.
Get emergency leave from work. Go home, tell him it isn't working for you and that he needs to arrange his own move.
Oh, before you get home, check in with your solicitor to make sure that they have covered the fact that there is an adult currently resident who has no interest in the property. If that isnt the case, get the required letter prepared pdq and get him to sign it. Only then tell him.
I felt that advice was urgent enough to put at the top of my reply. Here , incase you are interested, is my thinking.
If it were not for the gambling and the now depleted trust fund, I would be asking you only whether you could afford the luxury of him in your life, an adult who cannot support themselves financially. It's really not uncommon for men to have 'wives' , why shouldn't you? So long as you have a robust plan, including generous critical illness / life insurance in place to cover the possibility that your earning power reduces significantly, why not?. The plan would require significant investment, but you would not be well advised to go ahead without such a plan in place.
I would consider going ahead in that basis if he had a great work ethic in an area which just doesn't pay well, and that he was prepared to run your life for you as a traditional wife would.
Gambling - that would be a no from me, as you say, he won't change.
Depleted trust fund - Indicates that he is really just looking to continue his easy life. Whether he can't earn a living, or just doesn't want to, doesn't really change things.
It would be a no from me. I hope you listen to your 'head' before you take on a gambler who hasn't ever earned his own living. PP have pointed out that your history suggests that being the in in charge, able to rescue others, may feel comfortable for you. It may be worthwhile to get some coaching or counselling to help you see any patterns in your life that are not serving you well.
It's never too late to break up.
Now, with your move already planned, seems like an auspicious time to me.
Run, run like the wind. Find someone who is kind and not looking to be kept by you. You are brilliant and deserve so much more than someone looking for an easy life.