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Updated almost 7 years ago on . Most recent reply

How can I turn this into a win/win situation?
Greetings all,
I have tenants that have lived in one of my units for 3 years now. There have been no issues whatsoever with them and they always pay rent on the first of the month. I talked with them yesterday because their lease is up at the end of June. They mentioned that their kid was accepted into a school near the south side of Chicago and are looking into purchasing a condo downtown to be closer. They haven't been able to find anything yet and aren't going to be in town for the next three weeks, which makes it September or October until they would close on a new place and move in. They mentioned that they would be happy to sublet the apartment if they signed a new lease and moved out early but I don't let my tenants sublet because I prefer to find new ones myself.
I was thinking of just doing a 6 month lease for them but even if they moved in September or October and paid the remaining months I'd still be left needing to rent the place in January. I'm pretty sure most people in Chicago don't move in January, especially the kind of tenants I'm looking for.
I could just go month to month with them but, again, that could be November when I'd be looking for a new tenant which is probably worse than finding one in January.
Another option I considered is doing a 9 month lease, which would go through March. Then depending on when they move I could try to find someone for the remaining months and work on a new lease starting in April. I'm just not sure how likely it is that I'd find anyone wanting MTM during those months.
I could also just tell them no and make them move at the end of June. I'd prefer not to do that though because they have been great tenants for three years and have made my landlord life easy. If l can return the favor and make this move easy for them it would be nice.
If anyone has any advice or more ideas, I'd really appreciate hearing them.
Thanks,
Tim
Most Popular Reply

Don't get emotional. Those tenants that have made your life easy in the past, are now making it hard on you. Don't let your tenants run the show...it's your business that's at stake here.
I understand the reasons for wanting to find them a new place where they want to live, but that's not the high priority here. Number one is to keep the property rented, without the "short term" solution hurting you in the long run.
You've run through a number of scenarios where in the end you are the one that gets screwed...so don't do any of them. I think you know what the answer is, but your emotions are getting the best of you.
Having said all of this, you can still make this a "win-win" situation...just don't let emotions rationalize your "win-win" into a "win (tenant)-loss (you)".