I've worked on private RE deals at hedge funds, I'm currently developing 2 projects, each 18 unit workforce MF's, and buying a property at foreclosure auction.

Great thing about that area if you are in Boston you can buy as a Vacation home with only 10% down and still rent it out.  

I bought a house at a foreclosure auction and am in the process of signing contract and preparing for closing in 30 days. The house is currently occupied by the people that the bank foreclosed on. From your experience...

I am planning on buying a primary residence that I can get as a decent fixer-upper.

There doesn't seem to be any incentive to buy when you eventually want to sell.

Investment Info:Large multi-family (5+ units) buy & hold investment.

Also, the difference between buying a 2 unit and a 200 unit will make the answer to this question irrelevant. 

In the years I've been doing REI here, I've never seen the market so lacking of decent buying opportunities.

I plan on buying more in the future, but likely with financing. 

In other words, a wholesaler needs to find a deal where they can get the property under contract for an amount that is low enough that they can not only cut themselves in on the deal (assignment fee, etc), but also pitch it to an investor who sees enough profit in the deal to be worth it to buy it from the wholesaler.