Not bad for a 3 year old. 3) She has her own dividend-paying Whole Life policy.

Always gets out policies to us really quickly and at good prices. 

You will get the best rates from a company if you have other non-rental policies with them at the same time.

I would assume at this point you at least have an umbrella policy if you're not using an LLC to have  a little personal protection maybe and this would be where your question seems to fall in line more.

However, you must know, for any big remodeling/building projects there is an additional fee/day you have to pay to build, due to HOA policy.

For insight, I have multiple avenues for funding, and aim to BRRR and hold the properties long term; however, also willing to leverage market specific strategies (AirBNB, etc).

You'll hear different schools of thought on this, but I only purchased an umbrella policy when first starting out, skipping the LLC.

I've had to make a total loss home claim with a brokered policy and had a very easy time.

You will need at least 20% down, it could take 2-3 months to get a mortgage, you'll pay a higher interest rate, and probably need to buy a life insurance policy naming the bank at the beneficiary.

Whether your tenant starts out with a roommate, or wants to add one later, be prepared with good policies and procedures, and of course a well written rental agreement/lease.