Quote from @Ilya Ratner: For fewer than 10 rentals, I think a spreadsheet should suffice.

All the temperature danger zone stuff scares you especially with pepperoni, sausage, hamburger, cheese etc.

You have many fewer recourses if the contract is between his LLC and your LLC.

This can be dangerous thinking, because when you have bad tenants, you will not be prepared and it will quickly overwhelm you.

Along the way, you would get a solid education on what market rents are for different areas within a city while also seeing which areas have higher occupancy rates based on fewer available rentals able to subbed out to STRs.

You are obviously concerned about the well being of your property, but the more time you spend upfront, the fewer calls you get while you are on a cruise with your family.

Even fewer fly their own planes compared to taking a commercial flight.

In my opinion, flipping now in the Bay Area is at the most dangerous time for first-timers. 

It's a big step and a step that many people talk about but fewer take action on.If this is your first investment, I wouldn't go too crazy with it.

Read these books I think you might like this book – "Every Landlord's Tax Deduction Guide" by Stephen Fishman.Start reading it for free: http://a.co/bUItFzaI think you might like this book – "Every Airbnb Host's Tax Guide : Airbnb, HomeAway, VRBO and More" by Stephen Fishman.Start reading it for free: http://a.co/76uPfL0I think you might like this book – "The Book on Managing Rental Properties: A Proven System for Finding, Screening, and Managing Tenants With Fewer Headaches and Maximum Profit" by Brandon Turner, Heather Turner.Start reading it for free: http://a.co/6iogF09