Hey@Danae Pitcher, putting the properties in an LLC can have some benefit once you have a few properties in your portfolio.One of the biggest reason not to is the due on sale clause most 2nd home mortgages have.

If you're going the umbrella insurance route, perhaps see if it will cover you for several things including just the routine slip and fall (like mold or earthquake).

He's one of the biggest reasons I got in the tax game. 

Our biggest challenge was putting on a new roof ourselves.

One of the biggest factors in the time it takes to view a property. 

\Thanks,I like Columbus Ohio because I see it being one of the biggest metropolitan cities in the next 10-20 years, all signs are pointing here!

Probably my biggest obstacles are that I am moderately risk-averse and am easily given to Analysis Paralysis.

One of the biggest factors to consider is timeline as well.

I like Columbus Ohio because I see it being one of the biggest metropolitan cities in the next 10-20 years, all signs are pointing here!

Try to figure out what their biggest pain points are and remove them.