I've been a developer for nearly 20 years and am now spending a majority of my time helping to educate people like you so that you can become the developers in your communities! 

Hence I get rent at odd times, so she doesn't spend the money.

Is there a number of times I repair it and then increase the rent a specific amount to cover the repair bills.

Any guidance or insights you can provide would be greatly appreciated.Thank you for your time and consideration.

While they've paid rent on time each month, the wear and tear along with the mess are too much to continue lease.

I serve on the board of the local REIA (CFRI..net) and connected to the investor community here as well as being a full time Realtor®.

May not happen any time soon, but the law already exists permitting the jurisdiction ability to not allow STRs in ADU or JADU.  

I got the vibes that I was wasting their time or that I would not have the money to provide their commission. 

At its core, we're years (decades probably, if not longer) away from any solve to America's housing crisis, so it's all just a matter of timing your exit, as long as you stay cash flow positive, find good financing, and so on.

Our first lead was very interested and eager to book but our dates did not align with pre-booked guests form Airbnb at that time as there was a bit of overlap from ending our STR and transitioning to MTR.