You can always request Medical Documentation: Request documentation of her medical situation and a letter from her doctor to make sure her condition will improve and ask if she is up for taking care of the property while she is recovering.Check Her References: Contact previous landlords for references to get a sense of her reliability as a tenant.Lease Terms: You can always start with a 6 month or a 1-year lease option if you have a good idea of her overall health condition.  

From a quality of life perspective, I've been considering Georgia and the Carolinas.

Here are a few I recommend: "Rich Dad, Poor Dad" by Roberto Kiyosaki; "Set for Life" by Scott Trench; "The Unofficial Guide to Real Estate Investing" by Spencer; "The BiggerPockets Ultimate Beginners Guide" found here on BP; "The Book on Rental Property Investing" by Brandon Tuner.

Number two : One life, One vote.

Here are a few I recommend: "Rich Dad, Poor Dad" by Roberto Kiyosaki; "Set for Life" by Scott Trench; "The Unofficial Guide to Real Estate Investing" by Spencer; "The BiggerPockets Ultimate Beginners Guide" found here on BP; "The Book on Rental Property Investing" by Brandon Tuner.

Health and safety2.

Tenant risk is lease term remaining, sales/billings from the location, overall financial health of the tenant (i.e. solo practitioner with this one center as their sole source of income and declining billings, will not likely keep the property well maintained, and when they move out, you will have work to do), need for this use and/or competitive urgent cares in area, etc. 

My property manager is getting old and is having health issues.

Using the Whole Life Policy (or Indexed Universal Life) is very powerful.

Looking forward to meeting some BP family in person soon :)  Set for Life was one of the first books I listened to when I started getting serious about my finances - appreciate everything you and your team does for the RE investor community.