I don't think you can purchase a policy for one tenant, but you can create a master policy for all your units.

Start small with a single property to learn the process and scale as you gain experience.This post does not create a CPA-Client relationship.

Ask for owner financing or wholesale anything you find.I just don't recommend arbitrage to create a job for yourself.

Quote from @Brandon Foster: Hello Ryan,STR is do able in the north county area but there are a lot of rules and regulations.The city of Oceanside right now will not allow anything STR unless it’s west of pacific coast hwy.This is changing a lot too so you need to be aware of that in your plans.Carlsbad is super strict too but there are some condos that are still available to do STR in.Medium term rentals are as safer bet but way less profitable.

The homeowner insurance market right now is a dumpster fire with carriers refusing to write business and creating incredibly tight underwriting guidelines.

This creates a negative initial position.

Hey @Erik Applegate, I don't think there would be much change in pricing in regards to similar places nearby.

I never looked back and I love my life.  

With some of my clients, I've seen discounts of 30% to 90%.Here is a real-life example: I invested in a $50K note; it was second TD but with significant equity (over $200K) protecting my investment.

Check out FilePlace, where user-created forms are available for free.