Short term: (1) determine investment goals (target ROI, markets, property size, capital stack); use this to dictate where and with whom we invest. (2) market research to evaluate where and what will meet investment goals (this is where my OP question about analyzing properties with rent control comes into play). (3) decide to sell or refi our 4-unit property in line with points (1) and (2). (4) analyze cost benefit of selling GP interest as capital source in line with points (1) and (2).

How should go about evaluating this deal to make it make sense? 

They are known for quickly evaluating deals that hit the MLS and then spamming the listing agents with low-ball offers on behalf of their clients.

The insurance company doesn't like the sound of replacing an entire HVAC, so they reject his proposed plans and instead send a second technician to evaluate the HVAC machine. 

You can at least as easily buy a rental in your new state, hopefully an income tax free one.

Since it is all existing this should be a very minor and easily approved plan. 

The property is in terrible condition where it easily could cost about $150k+ for the renovation and selling “As Is” I’ve checked the comps and it seems that market price for that area is about $250-$375k along with the next door neighbors home being relatively new and renovated from it’s older structure.

We had a contractor come over to evaluate the job.

I'm in the process of fixing our current property management and DIY, we are put of state so my plan is to create a spread sheet with all kinds of vendors to have easily at hand when something goes wrong, like a list of 10 electricians, 10 plumbers, 10 tretrimmer/landscaping companies etc. what do you think of this approach and what vendors is a good idea to put into my spreadsheets?

If you’re still in the profit with that number, I would flip the lot to the builder down the street, and start cold calling on more property.Find a handful of builder that you can flip easily dividable property to (road frontage).