There are still benefits to having a quad over a single family however, the argument to economies of scale with 1 roof, more tenants to cover vacancies, etc comes into play the more units of course.Also, for multifamily or commercial loans, helps to have a business plan yes.

Play the “cash flow” game.

@Kyle J. is right though, there's a high likelihood that insurance isn't going to play the role it could.As for advice outside of insurance, it's going to be tricky. 

To be successful in any field except teaching, you actually must “play” the game.So I say try to buy the property.

Once we get into the dead of winter, the tenants know they can play the system.3.

Just trying to be pragmatic and play the LONG game [If needed] when it comes to growing the family cash pile.

One must become learned on tax appeals and exemptions in order to play the game out here...or just get DEEPLY discounted deals to where your monthly payment allows home to cash flow.

I'm currently listening to all current and previous BP podcasts, and my kids are getting an education as well, as I play the podcasts whenever we are in the car (Payback for all those toddler CDs I used to have to listen to :) I'm looking forward to being on the forums and learning so much from all of you.

There are player who know how to play the game.

Instead you can also be part of a fund OR you can find partners who can operate the property and you play the role of the passive investor in that deal.