I don’t even know that it’s an etiquette or ethical issue I’m experiencing so much as, “Is this the kind of person I want to be” dilemma.
So: It’s fairly complicated, but some years ago, an Interest and I split up, more or less over the phone (we were on different continents). A short while before that, she had asked me to ship some of her stuff to her and also asked for a loan. I shipped the stuff, and loaned her a bit of money. She saw me a bit later and gave me a check for about a thousand bucks (actual cost of the shipping). She said she’d repay the loan later, and also asked me not to cash the check she gave me for awhile, as her cashflow situation was in flux due to unexpected problems with her company (true enough).
And then, we called it off a few weeks later. Not acrimoniously, a bit awkwardly, and with no mention of the money (I know, second mistake, if I had any intention of seeing it, I should have raised the issue then).
We haven’t really been in much contact since then.
Now . . . I came across the uncashed check the other day. I know that my current Interest thinks I should cash it, and demand the other money back. (I’m assuming it’s because she views my still holding onto the check as an indication I may have some sort of soft spot for the ex, which I don’t – still, she’d be much happier if I symbolically cut all ties).
Putting aside the serious question as to whether a several-year-old check is cashable (basically, I think it’s technically not, but the banks rarely look at the date – assuming the account’s still open) – WWYD? I mean, I did front the money for her on the understanding she’d pay me back. And, I’ve given up (if only on practical grounds) on getting the couple of thousand dollar “loan” back, so we’re only talking about the check I actually have in hand. But – assuming you had this check, and assuming it was practical to deposit it – would you? Part of me says, Hell, why not, it’s mine? Part of me says the bigger thing to do is to walk away, or to make the “definitive break” by tearing it up. We parted on sad but cordial terms, so I have no interest in figurative pay-back (I hope her business is thriving so much that she’d never even miss the thousand bucks), but some modest interest in literal payback.