This was never an option for the roofer to use, and while it does make the job more convinient for him, it was never on the table.

Thus, if I can make $20k in 3 hours of work versus closing the deal myself, flipping it, and turning a $50k profit in 6 months in an area of work I'm not specialized in with systems I don't have in place then I'm just going to leave the money on the table and stick to wholesaling.

If you are looking for guidance and capital you will need to bring something significant to the table. 

There's no reason to do wonky under the table stuff when an entire regulatory framework exists to get you paid for your hard work...I get this a fair amount of time, unlicensed folks asking for kickbacks if they refer me to someone that needs a mortgage.

What can i do to get this deal to the closing table ?

I can put a table down for all of us, Tue, Wed, or Thu 7:30PM work for us? 

Yes, although I am licensed myself, my principal broker (one of the best agents I have worked with & now a great friend as well) Jean Gillen helped to make this a smooth transaction by bringing an investor buyer to the table pre construction.

One of the investors at the table was explaining how they were taken for a ride by a UK company selling USA property.

Could I lean on my AOS, and specific closing date agreed upon, to force the seller to the closing table?

A french drain would be my first step and it isn't a big deal to DIY if done safely.