I owe three main people money, and I figured asking a stranger’s opinion will give me some non-jaded advice on which to pay first or in what order to pay them.
1) GF/Possible soon-to-be Ex:
She supported me during a period where I was working in a job where the pay was not steady/reliable. She put out around $1200 to cover my excess bills during this time period. After my checks became more stable we found ourselves living together unofficially. During this phase I often chipped in whenever she needed and also paid for groceries for 2 months (estimated spent $500) for the condo. However, despite her keeping track of the groceries she bought for me, she does not take off the ones I bought for her. In addition, she was planning a vacation back home and had hired a dog sitter for $900 for the week. I offered to dog sit for her to save her some money, thinking she would take some of it off what I owed her, but no. So, what would you pay her?
2) Ex-wife’s boyfriend (haha yes Springer-esque)
My ex-wife’s boyfriend gave my ex and I $900 for a car back in December, and wasn’t really concerned about the timeliness of it being paid back since he is well-off. However, he has started to establish a need for the funds, and has asked about it to her once or twice. I dispute neither the amount nor the fact that it is owed.
3) Former Business Partner
A friend, who now is barely on speaking terms with, and I went into a business venture together in which he invested around $7000 of his own money. He took out loans for the amount, understanding that there was some risk involved, but that there was also a huge potential payoff. At the time, I agreed that if it did not workout that I would help to pay back the loans he took. However, the business venture did not pan out, and for the most part (I hate to say this) it was due to him not pulling his weight in the venture. Since the venture everything between us has been about money. He wants me to pay $3500 back to him (split over monthly payments). I honestly am bitter about the situation, but in hindsight I think that is typical when friends fail in business together. Would you pay back the full $3500 even though he took out the loans in his own name? And if so, would you pay him before/after the others?
The bottom line is that right now I can only really afford to pay one person, and the others will have to wait or not be paid. I need your help Yahoo Answers.