What are the strengths and weaknesses of those solutions?

@Soniel EstimeI would partner with a few of my contacts mainly skilled workers to cover my weakness and blind spots.

@Nicholas Morgan I'd take the listing down altogether until you know what is going on, you don't want your listing to get stale especially in the seasonally weak time of Thanksgiving-Christmas.

Two areas of weakness that I seek to grow in, as I negotiate with owners:1.

Cash for keys may be an option but since it’s his business he would probably see this as weakness and want thousands of dollars.

. $276/year is locked in for life if I decide to continue to use them after 3.5 years.My property has antique HVAC system that is now > 20 years old, so I'm fully expecting them to break down in the next 24 months, and apparently home warranties will replace the unit if they cannot repair it, which means there's a chance that I will get a new furnace and air conditioning unit (~$5000 value) or at least a cash out value.The other benefit is that I own a few properties, and since the warranty is also transferable, so at any time if I feel like another property has weak systems, I can transfer the warranty over to that property and potentially lower my maintenance and capex cost. 

It turned out to be a fantastic purchase, but because the economy remained weak for a few years immediately after I bought, I tied myself in knots with worry.You made a solid choice.

If you are going at it solo you need to be an expert at everything, this is a high improbability of success so it's easier to find a partner whose strength is your weakness which can allow you to further develop your strengths and become even better and stronger. 

Making money is a weak and vague why. 

That's a pretty weak return.