My intuition is that Calgary is a bad place for buy and holds because of low cashflow and low expected appreciation.

It is easy to use and for me, intuitive. 

Holt here, I hope this article is helpful: https://www.denverpost.com/2008/09/19/9-things-you...The 9 things you need know about HOAs are at the bottom of this article, save a lot of time on the front side bypassing intuitive info. 

A monthly fee is fine if it's really good and intuitive.1.

Is there a value feature that allows you to charge a bit more for your unit that for Above all, trust your intuition, if you sense you should stay in the game stay and make it work!

I asked for 2 hours so that I could make sure it’s ready…and for the inconvenience I gave them an extra night free.I didn’t know why my intuition was antsy but it was the whole time.

Quicken from intuit for $50 is overkill if you have less than 30-40 units.

Would be nice if 10-20% of the threads weren't people giving the most obvious and intuitive advice that any person with a brain could deduce on their own. 

I have the following questions:1) Intuitively I believe that due to the check size and it being my first transaction I should probably stick to either a SFR or a small multifamily that being said I am open to listening to feedback on whether I am missing something2) Would you recommend a first-time investor to invest out of state?

Your intuition will tell you whether it is worth running the numbers or not.