First, it fast-tracks your learning as an investor - you are forced to develop better time management skills, build your network of reliable contractors/ handymen, etc..Second, when you are ready to transition to a property manager, you are well equipped to evaluate and hire the right company.3.

To the insurance company they will view an STR differently than a LTR.  

Make sure to do your due diligence when selecting a property management company to hire.

I see a conflict of interest in your role as fund manager and principal in the “operating” company.

It may sound nice to pay a 6% management fee but the extra fees can add up to be more than the other company that charges 10% with no additional fees.

When I first began, working with a property management company, they asked me to provide (and list clearly) the starter set that came with the house.

A lot of insurance companies do like the co-living model.

Just food for thought.

Quote from @Treza Edwards: DCSR Loan Yes, but I believe they partner with another company to do the actual DSCR loan.

About 3 months have gone by and we just received an email from a communications company billing us $4,000 for breaking a communication line buried in the yard.