First, take the 5 day grace period out of your lease. It only confuses people and the judge has to also allow them the extra days on any action.
Next, time to get real: will this situation DRASTICALLY improve to get them ALL CAUGHT UP in the next few weeks? The honest answer is NO.
Wishing and hoping does not pay the bills. Sincerity does not pay the bills. I'm sorry they had a tough break but you've given them XX months to recover and you cannot carry them any longer.
End of lease date is irrelevant here - rent is unpaid.
They cannot afford the home and this will only get worse with Christmas expenses, holiday/inventory shut downs at work, year end layoffs, (and winter heat?).
LL must stay in control. THEY are in control of your property & this lease and you must regain it or lose much more money.
Start by talking to the church. The Bible is clear - those who do not work should not eat - applied to this situation: those who do not do the work of renting (paying rent) should not eat (stay). It also says that without proper work (paying rent) your bed will be snatched from you.
They are lying to you about that last "Oops lost check/we'll give you cash". If they paid you with a check they would not have the cash.
You seem like a nice person and do not wish them harm. However, they KNOW they are behind and just waiting / hoping you will let them slide like you have been. The whole late + postdated check fiddling is evidence.
NOTHING will happen until you get back on the program and set a firm deadline. Just like kids, nobody cleans their room until Mom gets firm.
Their church and other agencies may not be able to help them until you set a firm eviction deadline.
My local food bank director pleads with us LLs to help people by getting them OUT of houses they cannot afford. Letting them get deeper in debt only hurts them worse as far as getting financial aide.
They have trained you to accept late $ if they sprinkle on some excuses.
I'd have a frank talk with them about how this is not working and they need to be out by next weekend. If not, you'll be forced to file for eviction on Monday morning.
My form is simple:
We agree we owe $____
We agree to vacate by _____.
This forwarding address is authorized to accept mail on my behalf _______(usually a parent's address - you'll need this for court notices after they disappear)
They probably already know that once you file for eviction it will take several weeks to force them out, so at that point I offer cash Cash For Keys. $500 to encourage them to be out by a certain date is cheaper than the rent you are and will lose plus legal expenses.
Also know that most courts will stall eviction by another 30 days if you accept money from them.
Best of luck!
--50.129.xxx.xxx