She also does not have an oversized ego and when this was explained to her in a calm , professional manner she admitted her error and appreciated the knowledge.

Establish your communication expectations with your team and work from there  - trust your gut, if a contractors seems sketch or the realtor isn't be responsive and getting information back to you in a timely manner, move on and move forward.

Sometimes more cash on hand is better because you don't have the resources to sustain too long of a rainy day and you aren't operationally set up to scale.  

Theft is a concern, and maintenance issues can arise when the unit isn’t occupied for weeks. from what I understand, they could develop into bigger issues if not maintained or fixed in a timely manner.

This most often happens because investors very much tend to optimistically exaggerate the security of their financial position in the B phase and act accordingly.Security typically takes decades of sustained and careful effort to accomplish in this business.

I feel that where I live (Canada) the real estate will not be able to sustain the crazy price points it is reaching.

It would not be sustainable if I did not live right down the road from my tenants, if I drove a Porsche Cayenne up to their place, if I lived in a swanky house instead of half of a beat-up hundred-year-old duplex, if it wasn't almost always me showing up on handyman maintenance calls, if someone else called them other than your truly, or if I had more than 20-25 tenants in this class.Does it hurt my pride to chase rent?

Cramped quarters mean sustained acquaintance with colleagues’ habits, moods, smells, and snacks.

Can I expect my rent to sustain?

You will most likely not be able to sustain a 25% return on a rental property (in most cases).