You'll also receive a lower ranking on Airbnb and other listing sites because you don't offer an amenity that everyone else in the area has. 

I currently have an umbrella policy with Geico but they will only insure up to 5 homes. 

Chris…I don't believe I need E&O insurance….I don't want to be a real estate agent…just want to use MLS for my personal real estate investments.

Assuming credit is healthy there are lenders that will offer more favorable terms. 

They're both currently offering a free trial, so you've got nothing to lose.Property Radar Free TrialRealty Trac Free Trial

This will be my first time buying land. I usually just flip houses. I’m buying a piece of land that has had a house on it before (it burned down) and currently has an old mobile home, on the other side of the property...

It's in a part of town that is being revamped from former industrial to nice stores, shops, restaurants, and businesses and I believe there is even some money offered to help revamp that part of town if you purchase something and help improve the area.  

I like starting in the Midwest because it's affordable and offers good cash flow.

@Priscilla Z. has hosted an experience group in the past that specializes on wholesaling…I hope she responds for a time and place.CFRI Central Florida is the larger group, with classes offered.

You should be just fine with the properties in your personal name and an umbrella insurance policy.