As I expand my portfolio in the Chicago suburbs, I am just now reaching the point where I feel my risk justifies the expenditure.

What would be the best approach and how would I go about justifying it?

Meaning you are blind to the numbers or you compromise certain things to justify the purchase. 

I guess my main concern is that I shoot myself in the foot long term because the NOI drops substantially and no longer justifies a high enough price to offset the amount I collected on the note.Appreciate any advice/guidance from anybody who's done this at least 1 more time than myself.

It sounds like a shady realtor who will justify their actions by looking out for their client to get them the maximum amount of money. don’t lose sleep over it, if it’s in the smokies and sold for a million now, it would Need to be bringing in 150k-200k last year in net revenues to lose sleep over, and if that’s the case, take several shots of whiskey. 

Among many things that I had to work on one of them has been NOT to be too impulsive in responding to text messages and emails, and not to get in the mode of justifying myself - especially when I am right, and the other party is wrong.   

@Seidy Lasker, if you felt that you received flak, it may be because it was justified. 

Ricardo, Heloc to to deploy the equity if your returns will justify the repayment...otherwise creative / seller financing would be a great way to break into the game.

Maybe pay the seller a little for moving expenses if there's enough equity to justify it.

I like Buildium but can justify the cost at this stage.Any suggestions?