I'm also not wholly convinced these are old debts and I have repeatedly told him that throwing good money after bad is not something I can or will keep doing- and yet I have
So he doesn't need to sort his finances out in a calm, normal manner when he can just wait for the sh1t to hit the fan and @Onesmallstep67 will sort it in one fell swoop 🤷♀️
I suspect my ex was similar, why sort his debts or even learn to budget when I was there to pick up the pieces and so he would never starve or have no where to live.
And when he had emotional affairs all the time and I told him to stop otherwise I would walk, he carried on because I didn't walk.
I know you love him and he is under your skin but that doesn't mean you have to ever live with him or even that you can't end things if you wanted (yes it will hurt)
How does his financial situation impact you as a couple?
Can he afford to go out for meals/drinks/theatre?
What is the plan to pay you back?
Whst is he doing to put in place buying the property he rents?
Has he started saving to pay solicitors fees and other costs?
Is he making sure his credit rating is perfect?
Who's plan is it to buy the property he rents ?
I think you said before he always wanted to buy it but hasnt- is that because its a pipe dream or is it actually realistic?
Who is pushing for this? Do you want it more than him because its a good offer and you know it makes sense and you would like to be on the same home ownership footing?
If its a flat or has shared access with the neighbours or has neighbours who are still council?
Flats come with leasehold charges every year which can be very high as its a percentage for the total block and councils are hot on housing standards so upgrade the fabric of the building a lot.
My friend lives next to a council house and when the chimney needed replacing on her neighbours side they billed her too as the chimneys join as semi detached houses.
The cost was huge as it was costing from council contractors plus admin fees, if her builder had done it, it would have been about a quarter of the cost.