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.

You just hold it, keep it occupied and well maintained, and let the years roll by. 

With you being qualified for an FHA loan on your next home that you're purchasing, will you be using the rental income from your departing residence to offset the mortgage payment on that property?

Despite the house being operated for years by the prior owner as a STR. 

I think if anyone chose to focus on inbound crews and create parking like you said, as well as crew amenities (large dining areas, etc), they would be booked year-round and in-demand.

Be sure that you are honest from the jump, your estimated rate are only as good as the info you give them.

With you being a GC you can do better then most investors since everything can be done by you and not hired out.

I used Asana as well

And will you be utilizing property management firms to help out? 

I think one thing that is helpful, is to be more directed in your question and what you're looking for with regard to coaching.