Put in offer for both, got them.Now I am excited and terrified all at the same time.  0-3 properties in 3 weeks and should have everything closed by early Oct.  

Despite being a bit terrified at the notion of emptying my savings account to cough up a down payment, I made the decision this past week to pull the trigger and kick "analysis paralysis" to the curb.

Ideally, a landlord, in my book, needs to be that friends dad in high school that everyone was terrified of, but ultimately respected the hell out of, and sought their approval.  

Honestly I don't have a clue what any of that means David.I'm just a dumb guy that goes to work everyday.Some investors laugh at me, some think that they are better than me, some are scared of me, some are terrified of me and others see no value at all in me.That's my current perception, right or wrong.

The whole tax benefit of keeping it is enticing, but terrifying to think of keeping it another 5 months just to skirt short term gains.

Even though I am wary (terrified actually), without rushing into a bad deal of course I want to get one under my belt ASAP. 

However, what you would acquire in Calgary would be newer and in an city with more obvious growth potential.If the idea of acquiring an unloved properties and turning them around excites you, and does not terrify your family - then there is lots of potential in Saint John.Now, whether you decide to pursue Calgary or Saint John, I would advise you find a local set of boots on the ground to help with your introduction to the City - which areas are good, which should be avoided; which areas are on the cusp of (re)gentrification; what constitutes a "good deal" in the area; etc.

It terrifies me to hear this. 

That's definitely the terrifying part of it.

It's nothing to be terrified of.