His whole selling point is teaching people how to generate enough passive income to quit their jobs.

Would need to know a bit more before giving a specific direction but it is usually best to hang on to your property and not sell whether you expand on it or rent it out and purchase a bigger property.  

Because I don't see any exceptions in it for those people who want to get out, who want to just sell and run.

They do not take into consideration the revenue from the STR business as part of the selling price.So if comps say the duplex is worth 500k, then it is worth 500k.

Remember you can only sell your listing to one buyer.

I realize people are trying to make a living, but anyone who cold calls me is the last person I'd use for any transaction (plus I have people for that!).  

It is slowly rotting and needs significant repairs to get it prepared to sell to a typical home buyer for a primary residence.

Few of the people who "invest" fees in a mastermind like this will ever do a deal.

Not the cheapest 25% or the most expensive 25% but I’m the middle, where people want to and can afford to live. 

I decide to sell.