Another one saying don’t take the loan and don’t marry him.
Tell me, are you the one funding your ( joint ) social life, since you say he’s careful with his money ?
Do you live together ? Is it his place or yours? Rented or mortgaged ?
If you really believe him and want to help him, do this:
Ask him for all the paperwork on his properties, tenancy agreements, statements from managing agents, documents from his solicitor and accountant, mortgages, debts, loans, bank statements, accounts and tax returns for him (and his company , If it’s not in his own name).
Explain that you want to help him but don’t know the best way to do so, and want to get independent advice . Say that you are going to get some advice from your own accountant so you understand everything. After all there might be a better way to tackle his financial problems.
(Remember that getting expert advice on big financial / legal decisions is a smart thing to do. That’s what rich people do. It’s not a judgement on him - it’s about you wanting to understand what you are getting into. )
In the unlikely event that he agrees to this, take all the paperwork to an accountant of your own - nothing to do with him or anyone he knows. See what they say.
It will cost you a few hundred pounds and it will be the best money you have ever spent . Because it will show you either
- He’s been totally honest with you, he’s a lovely genuine man who you know you can trust and you can build a future together . He will he so grateful for your help and know that you are taking this issue so seriously.
Or
- He’s been a fool when he was younger but he’s basically telling the truth now . You can put marriage on hold and work together to help him sort out his money problems. You can educate yourself about money and set some boundaries. Decide later if you have a future together, once he shows you that he’s grown up and learned from his mistakes.
Or
- He’s a liar who is after your money.
I suspect that you won’t get as far as an accountant. Because in all likelihood he will throw a major tantrum when you ask for the paperwork, saying
“ I don’t have any paperwork, it’s all with accountant / business advisor”
or “ in that case you are showing you don’t trust me and our relationships is over”.
Or “ I thought you were different but you are just a gold digger like my ex”.
And sad as that will be, it will show you the kind of man he is.