Thanks for illustrating the rationale behind this. 

He had some health issues and wasnt doing too well .

Any webinar I have been on for any topic ( I am a Health/fitness coach and also looking at marketing webinars etc - had over 100 attendees - up to a 1000 for some!.   

People who peddle fake health cures are serving a "market need".  

At that age, your physical health will deteriorate, and you will need medical care.

For illustrative purposes and all else being equal, cash flow over time for each scenario will be:$146 per month for 15 years = $26,280

Either way, most city's health codes require the landlord to address pests, then it is just a matter of if the tenant can be charged.Regarding the garage door sensors, this is a potential safety issue and needs to be fixed, so tenant isn't injured and sues you.

Is it worth the time, risk, and strain on your health to get there?

Warren Buffett once said about his job that he couldn't understand why this economy rewards men who run into burning buildings and women who nurse patients back to health from death door with tiny little salaries, while he was rewarded with billions for being able to spot the mispricing of a commodity.

If you have small family and not a lot of valuable stuff in the house, you could probably write out a simple division of property and that might suffice....jewelry goes to X, watch goes to X, furniture should be sold and money divided equally between X and Y.No will, no probate, no trusts, no attorney fees.Now...that's for a quick death...if you are going to die slowly, then you probably want the package of POA, health directive, and all that that they give you in a package deal now.One other solution I am considering for the properties is to put them all in LLC or maybe 2-3 or multiple LLCs if possible.