I have messed around with a few online business models but just couldn't find any sort of enjoyment out of them(Ecommerce, affiliate marketing, blogging) I began reading about business about 9 months ago when I got out of a toxic 2.5-year relationship.

What planet is Wells Fargo on?

An uninsured worker that gets hurt on your property or a contractor digging up a gas line with a back hoe or disposing of toxic chemicals like paint or solvents into an environmentally sensitive area can result in a huge liability that can easily exceed the value of the property.

Member Planet: not HOA-specific per se, but like Wild Apricot offers a ton of functionality in the free tier with compromise that they're showcased in a rather overwhelming and dated "kitchen sink" interface that's not mobile friends and a steep learning curve to get off the ground.

It can create a toxic environment for the other tenants in the building as well. 

I've heard about Goldman Sachs and other large institutions buying thousands of loans and holding on to them (punishment for the its role in packaging and selling toxic mortgage-backed securities in the housing meltdown).

Both non-toxic common varieties. 

You want to make sure he pays his bills on time, just like a regular tenant, and that he won't trash the garage or store toxic waste there.

Show her that a large percentage of the richest people on planet earth either got there through investing in real estate.

There are quite a few towns that might be toxic to invest as they are losing population over the next 20 years.