In some of the big cities (speaking in Canada), you have people who want to live in Toronto or Vancouver, but they can't afford the rent with their lifestyle...and they don't want to move.   

It’s a good idea to speak directly with an insurance agent who understands multi-unit properties to customize coverage for your specific situation.

Speaking to that question, it seems that you have already keyed in on the fact that one of you should be moving towards that.

It’s part of the qualification criteria, and any problematic tenant should be revealed by speaking with two or three prior landlords.

Quote from @James McPherson: Would you have time to speak with me?

There is other words used for this; consolidation, lateral moves etc etc but they all speak to the same thing.

I've been teetering around the idea of house hacking once I am done with college, but a big issue I have come across when speaking to a mortgage broker is the fact that I need to prove 2x of the mortgage in monthly income.

The one I am speaking with currently has not offered up any sort of contract so I am taking the lead on preparing something.  

Quote from @Phillip Austin: There are two alternatives to a security deposit, which I speak about in my book.

Maybe they are only six months in and don't have any real experience to speak of.