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Do they not accept bank wires/etransfers?
Damn that sounds very inconvenient. I don't think you'd get in trouble tho. Esp if your bank confirmed the checks are delivered. Maybe they have a designated day in the month to deposit checks? When I used to work in a private healthcare clinic, we keep all paper check payments from insurance in the drawer, stamp the back, and then go to the bank at the end of the month.
If it's your 3rd+ month and more, and they still haven't cashed your checks, then I'd reach out to them again. Are they your building's management office? Or single landlord official? Is there someone else you're already in contact with?
Rising Star
I’d send it via certified mail return receipt requested