You can let them know your house rules but if someone throws a fit or is non-compliant it may be best to endure it if it is not too bad and look at replacing them when the lease is up.

The only challenge we endured while being in contract was a delay in obtaining tenant contact info until the day after closing.

What kind of hassles would I have to endure?

Moving into a senior living home isn't off the table, I did some internet sleuthing and found that they own a house in the next town over, based on the size this doesn't look like an investment property and is probably their primary residence. 

However, because the trust endures the death of the grantor trustee does not create a taxable event.  

I'm here for the endurance game though, and have the drive and persistence to learn it all!

If I don’t hear from you in the next 10 minutes, I will assume you aren’t attending and I will move on to my next appointment.Using this system as dramatically reduced any wasted time I used to endure as part of the showing process as well as giving me data about their timeliness/responsiveness/respect for others' time.At the showing, I collect their completed application (sent via PDF prior or filled out on premises), scan their photo ID and last 2 pay stubs.Then, I do some digging around online (social media, court records, Google) and if it looks like they are representing themselves to me accurately, I contact them to set up a "contract to hold" meeting - usually the day after the showing since qualified applicants need to be "closed" ASAP.

Indiana, when wholesaling endure you have the cash to close.

I am a big believer in granite both for aesthetics and for endurance. 

After a little sleuthing in the county records it looks like it's owned by an older couple who live about 40 miles away, he (I assume it's him) comes a couple of times a year with someone (not the same person twice) to help him wack down weeds in the yard and he occasionally takes a box of junk out of the house, while the back yard is full of old junk cars.