A few things to keep in mind when owning the property and allowing this is to cover yourself with the right insurance.

Lease agreement should cover the majority of Landlord-Tenant issues5.

Then 100% of rehab could be covered.

Do what you need to do and bill me.On top of that I have a vacancy in one of my condos which I thankfully took a deposit for Tuesday.The good news was I had money set aside for the ac unit and I was able to cover the roof with cash generated from my rentals. 

If she went to Assisted Living - I can help you but it's only KS Specific - each state is different but I'm guessing some of the guidelines carry across states in regards to how she will pay for the ALF and eligibility for Medicaid and Home and Community Based Services (which is a medicaid program that would help pay for ALF)Anyways in KS - in for someone to qualify for HCBS/Medicaid to help pay for their care either in the  home or assisted living - you need to have less than $2k in assets - and consistently less than $2k in the bank - there is also something called a 5 year lookback period - I do not 100% understand how the lookback period works but will soon enough.So - as far as the assets are concerned - if your friends mother has the house and any savings there is no way the govt will be paying for most of her stay in ALF - and I also think it would be difficult to house her in an ALF facility for $3k per month - can be done but tough - Due to no estate planning the family needs to decide on what they are going to do - they will either need to sell the house now and just pay her money down at the private pay rate in a facility until she "runs out of money" then apply for Medicaid and go from there or see if the strategy of renting the house with her present income will be enough to cover the facility she's staying at.Individually the systems are simple however there are so many moving parts to Medicaid HCBS I've discovered in my time as owner of a facility I can 100% understand the families frustrations. 

On a personal note, It’s taken me 30 years trial and error to learn how to be debt free and not over my head so it scares me terribly to get into bed with seedcredit to cover the cost of a course if I cannot pay it off quickly because the course didn’t work

Then we can sell it, split the profits (which should be anywhere from $300-$500K depending on how bad this place really is) and I'll take my share of the money and put it down on income producing property that will cover my rent on a new place.

Additionally, there are some grant programs to cover the initial cost. 

I do almost all of my maintenance and what I don't do I have long-term business partners handle according to my specifications -- lasting fixes when necessary, high-quality paint that can be touched up repeatedly, Whirlpool appliances, hardwood and tile I do myself.I am on the electrical board and the outlets, I am on the roof, I am inspecting the windows, I am on the gutters all the time, I am liberal with the weedkiller concentrate, saving myself money in the long run wherever I can.What happens when you're extended from here to eternity with 75 SFR and three furnaces die in the first heavy cold snap?

If he had no immediate prospect of higher income I'd agree, but he showed me $12k in savings, plenty to cover the gap till his raise, and his mother offered to co-sign.