Jose, while you are considering insurance options, don't forget to factor in the things property owners may not control.  

In most cases where the unit counts are this large, these units are owned as part of a syndication or fund, meaning they retained ownership/control of “a percentage of 1,200 units” (and in many cases, I think these claims should be clarified, but I'll save that for another day...). 

How do I get experienced investors to look past my situation and have the trust in me to take control of their hard earned money, especially as a 'youngster' in this world/industry?

I tend to lean toward cash flow because appreciation is out of your control. 

Rent controls have also led to a large disparity of prices between highly desired vacant properties versus those that are under-rented.I know there's several parts of Ontario with more affordable prices, but they are all at least a few hours' drive away from GTA.

We'll see, this will be interesting....the left's zeal to control the populace is out of control.... 

The justification I have for it is that virtually any other investor who hired us to do work would be getting the same amount of work done and paying my rate as well as my employees rates... functionally putting them in debt the same amount I would be-- and since I am doing the work of scheduling, ordering materials, overseeing, carrying insurance, quality control etc. etc. it makes sense that I be paid for that work, even if I am my own client. 

The second option is seller financing with a higher offer but I control the terms.I am hoping that he shifts his focus to choosing between the 2 offers and we close on a deal because it's a win-win for both parties! 

So, maybe they are giving the termites an oxygen infusion.My long story reminds me of our pest control company that sprays all our apartment buildings and office every single month.

When I was 16/17 I learned from podcasts, books and interning or tagging along with active players.