The accounting features are very detailed and robust.

If those people are young (and presumably have time to weather an investment going bad), and are disciplined, then I'd say yes, go ahead and HELOC to get your foot in the investment door. 

How did you get your foot through the door?

In my mind, that property has more longer term income potential vs. the profit from a fix and flip, by house hacking and BRRRRing.The way I see it however, is that as a new investor I wanted to get my foot in the door and any mistakes are a learning experience.

When valuing single family they are valued based on price per square foot and comp’s.

On top of that, many of the major "white collar" employers whose commuting patterns would normally contribute to foot traffic, currently have their employees working remotely (Think IBC, Comcast, Thomas Jefferson) .

I use 10 foot walls and put cubbies above every closet for extra storage. 

TREB says $149 (CAD) per square foot.

Plenty of room for a 4 car garage with an ~800 square foot apartment on top, right? 

After shopping around a little bit, this company was in the middle as far as price per square foot, said they don’t charge any other installation fees, fees to drill holes, etc.