Despite entering into a contract to buy properties, he made up a series of ridiculous excuses, changed his financing source at the last minute without disclosure, refused to communicate at all simply ghosting the transaction. 

They are 2 separate transactions, with separate costs.You could possibly save on some of the small title co. admin costs, but I cant imagine it being more than a couple hundred bucks

I wish I had received more input from my realtor but he hasn’t done many transactions off MLS and I got the sense I had done more research on this anyways since he thought the wholesalers were netting a 30k profit.

This is called "setting the market" in my business.Commercial real estate is at the very least an intrastate transaction.

The net effect will be, you will get to deduct 1/2 of self employment tax and full health insurance expenses.

You can do it yourself but you want to tread carefullyThe difference is that the IRS gives a lot of extra scrutiny over arrangements like this because it is very easy to create a step transaction and reduce the arms length nature with the unrelated party. 

After inspections I was able to get a $3000 repair concession effectively paying my $200k initial offer!

If that is the case, do title companies and other parties involved who ensure the transaction goes through care about the terms at all?

He's representing one of our borrowers on a New Haven transaction.

It stated in effect, that CAMs would be prorated over the then leased area, not the percentage of GLA that our unit represented.