I've worked with properties in areas of Baltimore and Chicago where you can get much higher rents from section 8 tenants than you can the market tenants, and section 8 is by far the most common set up and it would almost be strange to have a market tenant...and certainly disadvantageous.

You will explain to them (in person) what wholesaling is, how it works, the expectations advantages and disadvantages and you let them decide.

However the advantages for a landlord in having M2M leases far out weighs any perceived disadvantage of not having a term lease.

What is the disadvantage to a broker taking on someone like myself for only a handful of deals a year? 

Disadvantages are low appreciation, harder to sell, and possibly troublesome tenant class.

I've had very good success buying houses as an individual in competitive situations so I want to make sure I'm not making a bad move that will put me at a disadvantage.

The disadvantages, typically, are a slightly higher rate than traditional fixed- rate mortgage loans, and a larger down payment is required by lenders.

Persistence is a good thing, but on the other hand,  you don't want to get so attached to the idea of this house that you're willing to buy it at a disadvantage to you (like without seeing it, or if it needs more work than you predicted, etc).

You'll probably do a good job researching the PM, but ask for references from current clients and ask around.Fee structure - this is where PMs can disadvantage you.

Not sure how it works in your market but bringing a buyers broker to the selling broker in my market for a commercial property would put you at a distinct disadvantage at getting it.