You have to pay out of pocket or make arrangements with the provider, and then you get the money back after the fact.

Rereading OP's post, I would suggest running this arrangement through a loan servicing company that has a licensed mortgage broker experienced with hard money. 

You still get the benefit of their experience and I think it would be a less complicated arrangement.

You should have them contact their insurance company and they can work out the arrangements for them or if they have a case manager that can help them look up skilled nursing facility near them.

Making this a little more messy, is that the person asking setting up this arrangement is a family member who has been able to use the space rent-free for several years.

My arrangement with partnering they bring the funds to close and front the reno and I handle all the construction and sale of the property for a 50/50 split of profits, well I guess that's just not good enough for people.

If she's good, she can either provide 12 post dated checks, or arrange to have you paid automatically each month via electronic transfer.

I want him to feel secure with the arrangement as well, so how do we word an agreement so that he also has some certainty that his work will be deemed satisfactory and I can't just say "I don't like it" and break our deal.

I could arrange the meetings remotely but the main problem is that agents will for sure answer to either me or potential buyer with feedbacks like the following quoted ones are (i repeat again: those are assumed verbal feedbacks the RE agent or broker could say to me or to potential buyer - they would prevent the possibility of me coming in the middle of them): "I am not legally allowed to try to sell the RE for different price comparing to the price I clearly stated on our agency's website""There is no way I could mention your name to the potential buyer as owner of the RE if you are not.

I also suppose that if you have a really cheap cost of housing, or some other arrangements (like taking care of a parent in their house for free living),  then it could make sense.I'd be interested in knowing more of your thinking on this.