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I own a duplex, live in half, and rent out the other half to college students. I have just made a mistake that cost me $750.

One of my tenants was late paying her rent. I'd thought it was still late, but she informed me that she put it (roughly $750 in cash) in my mailbox while I was out of town for three weeks. She claims she told me that she was doing so, but she did not. (I certainly would have asked her not to!) Anyway, the money was not there when I returned and I am out $750.

One lesson I have learned is to insist on either a check or cash payment in person. (And, to not let late payments slide for some reason.) But in the meantime, I am out $750 and I have to decide what to do about it. I see at least three options:

  1. Eat the loss. Annoying, although I can afford it.

  2. Say that I never received the rent and insist on its payment.

  3. Report the theft of $750 to my home insurer. (I am not sure if they would pay such a claim, or if my premiums would go up.)

I am guessing that I am stuck with (1) but I am wondering if (2), (3), or something else might be a realistic option? (I might add that I'm not prepared to go to court.)

Update. Thanks to everyone for their responses. After reading here, and also getting advice from a local property management company, I decided to ask for the payment in full, but say that I don't need it right away. We haven't made arrangements yet, but my tenant has acknowledged responsibility and it seems that I've avoided burning any bridges.

I also hired the property management company. I am leaving town for six months next year, so this was about to become a necessity soon anyway, but I immediately realized that for someone as scatterbrained as me their services are a godsend and I should have hired them long ago. This situation never would have occured if I'd done so. I've made it clear that keeping the tenants happy and maintaining the property in good condition are my first priorities, and that I will be backing these claims up with my pocketbook.

Anonymous
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    Thanks to all. Some answers to your questions: I have not been writing receipts for rent, although perhaps I should start. There is no lock on the mailbox, a thief could just walk up and take whatever is in there without difficulty. And I live next door in the same duplex, so insisting that cash payments be made only in person seems like the easiest solution for the future (but please let me know if I am missing anything). – Anonymous Oct 04 '16 at 12:11
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    @Snowman: It says that payments will be made by check or "certified funds". (I don't know what "certified funds" are; I used a boilerplate residential lease for my state which I found on the internet.) That said, I did accept cash in payment of rent from the same tenant previously. – Anonymous Oct 04 '16 at 17:17
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    My opinion might be different if I knew your tenant, but this sounds like a con to me. The giveaway is that the tenant forced you to essentially call her a liar in order to contest her story by claiming she told you she was going to do this. This is a gaslighting technique. – David Schwartz Oct 04 '16 at 17:48
  • Comments are not for extended discussion; this conversation has been moved to chat. Further comments are likely to be pruned aggressively. – GS - Apologise to Monica Oct 05 '16 at 18:52
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    You should update this with an epilogue. – Aaron Hall Oct 11 '16 at 15:22
  • This makes no sense. If they didn't hand it to you and you didn't write a receipt then the payment didn't happen. I as a renter would always ask the landlord to give me the receipt the moment I shell out my money, otherwise I wouldn't hand out the money. That's common sense. – xji Oct 14 '16 at 15:06
  • Will typical landlord's insurance cover a situation like this? (Seems more likely than the OP's own home insurance). 2. Will typical renter's insurance cover this?
  • – Qsigma Dec 24 '17 at 17:05