The background story.

the biggest issues are that the available tenant base drops dramatically around October and doesn't pick up again till the end of the school year.People are no different than animals in that regard.They want to be settled and hunkered down in a property before the school year and/or bad weather starts.Quality tenants with good financial backgrounds don't want to move their families in the middle of an icy,snowy winter for obvious reasons,and good college students have already started school in August.Many of the few available tenants will have questionable backgrounds like recent job loss,previous eviction,bad credit,difficult income verification and don't make 3 times the rent,criminal records,etc.   

I have some background in construction and currently am a Project Manager so I would look manage it myself unless there is an existing Property Manager in which case I will see.I am happily married with two kids.  

Given your PM background I'll take on time, under/on budget and a satisfied customer (YOU!!!

You sound like you have a similar background to where I was coming from - my folks had me mowing grass and fixing things, collecting rents and making payments for their rentals business when I was younger. 

REO or HUD transactions ad another level of complexity and require their own paperwork, which is extra extensive and hard to understand if you lack the background. 

My background is in residential and commercial property management and accounting.

Background: Over the past 8 months I have become quite fond of the idea of getting into real estate investing.

I have my niche, for now, I totally think it will change given my background.

I read through the Ultimate Beginner's Guide and the multi-family property investing seemed like the kind of investing I would be interested in (duplexes and triplexes) and potentially house flipping.I have some background in real estate investing - primarily doing accounting work for individuals and commercial real estate developers.