Agricultural land and property suitable for residential development seem like safe options to me.

Are you looking to qualify for a primary residence purchase loan or an investment property purchase loan?

Why are you communicating with the tenants if you have a property manager?

We have started a leads generating business that generates top property leads suited to fit your specific criteria.

Are you saying you would temporarily put money in an escrow account until you flip the property as a way to give the senior more security? 

Would it be best to just have a general contractor to go look at the property?

If you turn any two "bonus rooms" (rec room, office, formal dining room) into two more bedrooms, then you're at $5,950+ per month—a 138% increase in rental income.Now, imagine scaling this across multiple properties while keeping lower upfront costs compared to multifamily properties.

I dont see how the risk would be reduced on second mortgage unless you are planning to hold the property in some type of llc.

How many property do you own?  

Are you talking about house hacking yourself, and using it as a co-living property?