She seems like a pain and if this doesn’t work out and they are not on a term lease it may not hurt to have a termination notice with you as well.  

If you wait you will likely pay a higher price but hopefully at some point we will get some relief on inventory and you may have more options to choose from albeit at a higher price. 

I hadn't thought about marketing directly to a pain point in this situation, but that's always the best way to sell.

So far, he's a pain but he pays his rent. 

I feel your pain on the market—looking for our next place also.

https://www.wave3.com/2021/02/...Might be a great resource for you and your tenants! 

Good luck, but go in with an open mind and have a curious conversation with him and listen for his pain points or any issues you can help him solve.

We do have some relief on our way.

Right now I have been relatively lucky, but last April when the shutdown occurred in my state I provided relief to all tenants regardless of situation. 

Both directed at me, and directed at consumers.Loan originators saying "omg this post-2020 non-qm product lineup is super great, I made multiple dreams come true this month, and lots of people are happy with me right now (and do not hate me for very slooooowly over 75 days pulling their teeth without pain killers)!!!"