If I hate going to City X I'm not investing there and forcing myself to spend time and energy there in upcoming years.  

When it sells it will likely also be the closure of my business, and so I will be relying initially almost entirely on the rent that I would generate from whatever I end up with in my 1031 exchange, so income versus other ways to gain in real estate is my initial priority.In thinking about it and looking at options and poking around for the last couple of years, I am strongly leaning towards multi-family.

(accidentally posted in general) So I would like to generate as much feedback as I can on this and I sincerely apologize if a lot of this has been covered in earlier posts.

In your example  you're selling a piece of real estate for $200K and generating $100K in proceeds.  

Not sure how much time you've spent on BP or listening to the podcasts, but the general consensus seems to be that wholesaling is tough and probably requires at least some money to spend on marketing to generate leads.  

I want to ensure I fully indulge all my energy into becoming more familiar, before I go into my first duplex or triplex etc.

When it comes to wholesaling, I personally understand it as a simple transaction but the most difficult part for me to get grasp of, is how do you generate a buyers list before having properties to sell already ?

There are a lot of gaps in this story, but to make the story short, he has put a lot of time, energy, and money into working on this place in hopes to buy it. 

Very high energy, great communicator and has a good network of the basic contacts you would expect of an agent (title/escrow, simple contracting, etc.)Let me know if you'd like her contact info as well.

-Generate Leads-Quick Screen-Analyze Leads-Make Offers.Lets say I get 100 leads, screen them down to 50, and analyze 50 to determine I want to make 10 offers.