Do not take risk that is in a side business(your rentals) and move it into your personal life(your primary).

I have a few other quotes for STR coverage that don't look bad but not as fully loaded as Proper and many of the business aspects of a STR.  

When deciding between investing out of state vs home hacking in Oakland, keep the following in mind.Oakland House Hacking:Proximity: Living in Oakland while house hacking enables you to maintain a close proximity to San Francisco, which might prove advantageous for property management and maintaining connections with the local market.Possibility of Appreciation: Property values in the Bay Area have increased historically, which is good for accumulating equity over time.Local market dynamics, tenant preferences, and potential obstacles might be simpler to comprehend when one is in a familiar location.Demand for Rentals: Oakland has a robust rental market, and you can discover good demand for rental units if you pick the appropriate property and location.Creating Local Connections: If you live in the Bay Area, house hacking can assist you in making local contacts with property managers, real estate agents, and other investors.Investing Out of State:Investing outside of your state may be more affordable and enable you to use the same funds to buy more than one property.A few out-of-state markets can have more favorable cash flow prospects in contrast to the pricey Bay Area market.Geographic diversity, which can help reduce risks related to market-specific variations, is made possible by investing in a variety of markets.Hiring a local property management business, which offers a more hands-off approach to property management, is often necessary for out-of-state investments.Remember, both options have their advantages and challenges.

My business partner and I are currently planning to purchase in the the Merrimack Valley/Southern NH area in the coming months.

@Zachary Bellinghausen Try Mark Martukovich with busy advisory.com.

Lets face it, its a tough sales business with 100% commission. 

This business is all about relationships when buying/selling notes, and having a track record to demonstrate you have the experience churning these and the systems in place to buy them.  

I ran my own business for 15 years right out of college that had huge benefits for being an entrepreneur but didn’t create any real transferable job skills.

An interior design business? 

BP Community, Excited to announce that I've joined the Keller Williams team and I'm growing my business in the NY-Metro area.