If you're the "hey my lazy arse wants to spend that last few decades of life mucking about and bird watching," that's the model match for this approach. 

Is this approach logical?

@Marc RiceI'm familiar with people/clients using this approach.

The thing is (I've since researched that ), the pin-pile approach "holds up" the foundation and prevents it from sinking further, but it does not actually address or correct the existing sink.I got another bid from a bigger shop, who's process is well advertised, and whose pricepoint came in at ALL-IN $37k, paired down to just the minimum, still at $28k.

I may approach a family member or other close friend who you believe brings the "qualification" peice to the table and offer them a % of the cash-flow as a partner in the deal.

That's very interesting, thanks for sharing that approach. 

If so, how would you approach wholesaling?

That's how I approach the selling debacle with all my clients!

I am looking at house-hacking, but not sure if that is the right approach since I have $100k cash. 

Any assistance in context of approach and direction would be appreciated.