That said, the price for the program is $40k for two years.

I believe most who sign up for these programs are too naive to know what's happening but if you are someone who does and still believe this is the best path forward I question whether you possess the moral compass or responsibility to care for someone else's hard earned money. 

This criteria is for 1-4 and 5-8 unit programs.

Investor loan programs are available on flexible terms. 

The repairs required by Section 8 after the initial inspection were pretty minimal, but I've heard that there are grants and certain lending programs that were available for Section 8 landlords (such as the Community Investment Program).

This is where a scheduled or program-based approach comes into play.What Is a Scheduled Insurance Program?

@Adam Rogalski Have you reached out to MEDC yet to see about their grant programs for building housing?

This is a mentorship program where I would be assigned one of the companies mentor/coaches who would teach me how to wholesale.

I gave the GC to work under the above program a contract for 1 mil. 

You can likely qualify with short term rents on the right program.