If I'm in your shoes I'm searching/finding/networking/creating a good deal.

Thats the problem I would try to solve first if I were in your shoes.

Make sure you touch base with your rep from the bank weekly, they are your partner in this and will be able to help you guide things.You will not receive the final check until 100% of the work is done and a FHA appraiser comes back out to verify all work has been done to satisfaction.

The tenant has yet to give any information to my insurance rep.

New investors have the most risk because they don’t have established relationships with trusted vendors so they are trying to create business systems to protect themselves.The problem is further exacerbated by the fact that they are on a shoe string budget and need the lower value home, with a lower value rent roll to make sense with Capital improvements.

You have to put yourself in the shoes of the sellers: they're only going to consider the hassle and risk of offering financing if they stand to make a gain.

I've mapped out a few scenarios on how this might be possible by BRRRRing, wholesaling and flipping my way to more cash leading to more equity in buy and holds to greater net worth.I'm curious if anyone could provide some insight on what they're best recommendations are in this approach or what they would do if they were in my shoes.

If I were in your shoes, I'd say figure out your plan of attack.    

I don't sign buyers rep agreements as a rule of thumb.

I don't know how disrespectful or common this strategy is, but I feel like this is a really easy way to "get my reps in" as told in the podcasts.The idea, obviously, is analyze these older listings, determine what I would pay for it, and reach out with the offer...Will I be received poorly from the owner's agent?