I'm a bit more introverted and prefer not to go out of my way to talk to neighbors.

I was more concerned of overpaying for a property that would have higher chances of being vacant because of 3 beds being preferred and also having less appreciation over time.

I prefer someone with experience in Screening  tenants.

I think my preference now might go to the renovated/younger small multi to start with.

We prefer longer term debt so you aren't forced into a decision by the market. 

In my mind, that’s the biggest advantage of the real estate business vs other small business like a food truck or a barber shop. 

I have my primary residence loan through BMO but have heard that going through smaller lenders is sometimes more flexible and preferred by real estate investors.While I'm at it, any good insurance agents to shop rental investment rates with?

Food for thought though.

Short answer, find a contractor that you trust and have preferably worked with before.

I would prefer an attorney do my closings.