As a "retired" public accountant and tax consultant I perform a lot of detailed ROI analysis for my clients. 

It seems like you are pretty successful. 

If you're sure the land will appreciate on it's own, I don't see any harm in going for it, unless of course your money can perform better elsewhere, which it probably can.

What we have is a good spreadsheet with a list of tasks, and as they perform the tasks, I've been paying him via Zelle. 

The successful brokers in this space often have analysists who are researching the market for listings, prospective clients etc.

My mentors (both successful investors) swear by building strong relationships often saying  "It's all about who you know,".

Maybe it would have skyrocketed our performance, but I doubt it.  

This is where smoke/CO detectors, grounding, electric garage door reversers, and other goodies came from.If the municipality performing the U&O calls out an item, Seller is stuck with resolving it either by fixing it or negotiating it with the buyer.

I can't imagine the logic of sitting there and reject it all when they have been doing what I want to successfully for years. 

If I ever brought any of them a deal by.a rookie investor in a market they do not know, with work performed by a GC that has 0 relationship with the investor, they would laugh at me.PML is not just Potsy from Happy Days.