The more experienced RE investors that I know in San Diego are not purchasing rent ready units off the MLS in San Diego.  

To summarize, alot of the issues you are experiencing can be mitigaged with proper contract management from the start as it offers the ability to understand staffing and the many relationships and contract participants.

Make connections with lenders, contractors, agents, investors, and mentors to acquire valuable information.

Does anybody have any recommendations of insurance carriers or agents who can help with this type of insurance or something similar to it?  

I am not an agent, and while I know many in Cincinnati, it is not likely worth my time or yours to connect you without knowing more about what you are trying to achieve.

I'm a real estate agent part time to help collect some extra cash to pay down debt and invest in my first property.

My name is Patrick Griffith and I am an agent/investor in La Crosse, Wisconsin.

You'll be seen as an experienced investor with your 5 exits (assuming they've been completed within the last 36 months).I'm in San Angelo, TX so about 4 hours away from Dallas.

Any good agent or investor will know the neighboorhood.

@Yasmin Sharbaf if it’s not new construction, your agent would usually have shown you current tax records including what they list as square footage, especially if that was a known concern of yours.