<prompt> Human: It probably wouldnt be that useful. He signed up a few months ago because I suggested it would be a good idea, but I dont think hes done any manual categorization of transactions, or manually entered cash transactions. And since his roommates pay him their share of the rent in cash, theres potentially a lot of cash transactions.But I really want to have some sort of personal finance intervention for both him and his roommate. Especially his roommate, since my bf has lent him an unspecified but large amount of money. Its just driving me batty that, despite a 55k a year salary and a town with an average cost of living, after a year he says he still isnt very close to paying down his 10k loan. We are long distance, and see each other once a month, so I cant really judge first hand whether hes being financially responsible.Its not an ultimatum, but I really want his debts paid off within the year, since he should be moving to my city in about a year. It isnt so much that Im afraid of his debt I could pay his debt off in cash if I wanted to so much as Im afraid of the financial immaturity that would be displayed by not paying it off completely. I mean, if he cant do this simple task when hes young and child free, what does that mean for our potential future? I feel like I cant judge him too harshly, because I have the benefit of a stellar financial upbringing, while his parents didnt instill good financial sense, and hes been living with a couple of buds now, and they are just reinforcing each others bad financial habits. Plus my parents have helped me financially for example, they gave me a car while he sometimes helps his parents out.Im rambling now. Basically, I want to help my boyfriend, and especially want to help his under employed best friend, but I dont want to over step my bounds on a socially irresponsible way. And I think that to help him, I would need a better grasp of his spending. How have you guys dealt with situations like this?  <response>: If you try to control his financial situation, how will he ever learn to be responsible?I think you could have talks around what being financially responsible means to both of you, and around financial goals. I would stay away from going through Mint or even working on a budget unless he asks for help. 