Also, considering this strategy, would it be best to start an LLC up front, switch after having purchased in my name, or just getting a large umbrella insurance? 

We also added an umbrella policy just to be sure.

I currently have four single family properties that I am refinancing into my LLC to have them all under the same umbrella.

My homeowners policies for rentals covers accidents, house destruction from tenants, major issues which is pretty normal BUT I have an umbrella liability policy that covers all my rentals and flips from lawsuit.

Read the fine print on the umbrella policy which is what the $275 a year is buying.

.- Add Property Insurance- Add to Umbrella policy insurance"10 When you’re about 5 days away from closing you should call the utility companies and ask to “Transfer Utilities” for the date of your closing.

If you're the majority who does not fall under this umbrella, consider what I've said above.

Personally I have an umbrella policy for protection. 

Then Compare that with adding a $5,000,000 umbrella policy to your current personal Insurance.

Both of us have our expectations set for the business, this will not be a cash cow for us and intend to make it a helpful piece under the umbrella of RE we work in.My question(s) for those of you who have/had experience working as a PM: What would you do differently?