The biggest advantage of using someone local to where you're buying is that they will understand taxes, insurance, and similar items very well when it comes to DTI/DSCR calculations and payment quotes, and they will likely have a local network of service providers for ancillary services (survey, inspections, etc).

I think the ability for the lower cost places in the midwest to 'cash flow' has been way, way overstated.If you know a market well though, that's definitely an advantage.

As most investors seek to do in real estate, we want to generate positive passive income through multiple avenues such as equity, cash flow, and even tax advantages.  

As a wholesaler, hopefully hearing from some of you with experience with these sites, what are the advantages or disadvantages of each of these sites respectively... as far as which search criteria to use on each platform?

Quote from @Zane Cress: Goal is to streamline the portfolio and take advantage of trapped equity.Planning to sell 4 condo units and 1031 into one or two multi family properties.

Here are a few suggestions on how you can maximize the wealth of information available: Check out the blogs and podcasts, or take advantage of the search feature (magnifying glass).

And their tax advantages go away when you decide to quit and spend the money.

Regarding the deals you see listed after 2 years, sometimes investors choose to take advantage of the appreciation they've gotten and move it elsewhere.

Also, be honest with yourself that the approach you describe is intended to take advantage of people who just don't understand what a terrible deal you are offering them. 

A paid off property at 5-6 cap rate should also appreciate at about 3.4% per year on average, so my real estate return at 8.4%-9.4% is reasonably close to what I'd expect in the stock market, and the income is tax advantaged.