There are also other strategies that can work better currently, depending on what your goals are. 

Go back and visit your goals-is this what you wanted?

Insurance companies want to fix it the cheapest way possible, and their goal is to minimize out-of-pocket expenses like this one.  

In other words, two financing agreements "wrapped" together.But the goal here would be for the 2nd buyer to close all-cash (to skip the financing process), would that still work? 

This will depend on what kind of loan you choose to proceed with.

Competition remains strong but it doesn't mean your goal is impossible to reach.

Just make sure to run the numbers to ensure the rehab costs align with your cash flow goals for the rental.

You don’t need to be someone that owns $100M worth of real estate unless that’s really your goal. 

I have no social sphere or contacts family or friends in Oregon (I don’t know anyone besides my fiancée).Goals: continue to have flexible schedule while enjoying what I do (selling real estate) and making good money.

At this stage, the main thing we need is for me to get back into the workforce and get some money coming in, in order to achieve that dream.With that in mind, my immediate goal is to gain employment in the field of property management, as opposed to wasting my time working in another field that is not associated with real estate.