I found mine and then applied the cookie cutter approach.  

Neither approach is without problems, both have advantages and disadvantages.

What is the best approach to maximize future cash flow while minimizing income taxes.Where Is the Best Place to Invest?

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?