I know I can get an insurance plan, but is it worth the headache?

On insurance side of things, there is a lot of variables.

Insurance : This area of consideration deserves its own deep dive so we’ll briefly highlight key concerns. - The underinsured.

About 1/3 were in limbo--neither rebuilding nor selling, while owners tried to decide what to do--sell, rebuild, or fight with the insurance company--or just didn't have the money to rebuild and didn't want to sell. 

Quote from @Carl Rowles: When you insure a SFH rental property, do you try to adjust and of the coverage amounts?

An additional benefit of a detailed engineering-based Cost Segregation Study is that it can increase potential insurance premium savings as well as provide support for the property tax appeals process.

I also assume you have homeowners insurance rather than landlord policy which is invalid if you’re not living there.

Questions they will have is who is the owner, what experience do they have, is their key person insurance against them etc. 

To succeed, focus on properties in high-demand neighborhoods like Pecan Grove or Aliana, and ensure your cash flow analysis accounts for high property taxes, potential HOA restrictions, and flood insurance costs.

2) Their contractor must be properly licensed and insured and we require copies of all this.