I would be buying into a sellers market in almost any Albertan city.Alberta also worries me as it is known to be super volatile for short periods of time and then sit dormant for up to a decade. 

I think people forget the risk involved with all the guru's making it seems easy in their "classes" and it's good that a deal might be a bit scary.

I think that is very reasonable move for matured owners like you but I don’t think it benefits most new hosts who should really focus on the ranking over expanding their market.Also I have 1000+ reviews as a super host on Airbnb and I work in a very similar role as a senior resolution case manager.

Luckily, I did not include this unit in my underwriting when purchasing, so the survival of this property is not contingent on this situation.Continuing to optimize for management of the building when I move out, like moving everyone to online rent payments or adding remote accessible security cameras.Exploring opportunities to expand my portfolio—I've begun my hunt for my next 3 to 4-unit building to house hack, ideally in Lake View, North Center, or Ravenswood.This year taught me that real estate investing isn’t easy, but it’s undoubtedly worth it.

I think though now with this new law it gives the state an easy track to regulate compliance  IE you either gave the disclosures or you did not you either have the disclosures on your website and marketing or you dont.. be very cut and dry for enforcement. 

I'm new here so may not have a full view but the overall climate seems to be-anything to make a deal-ridiculous financing, leverage the home you life in-who cares where it is located it will be easy to rent/manage from hours away-don't be gracious with your tenants and housekeepersMy guess is a tilt toward young and not financially stable which is awesome if remaining sensible. 

Keep up the hustle, good things never come easy in life. 

Looks super promising for those staying up late on FB a few nights a week.  

Easy way to just be done with any mold issues on the walls.Our managers brother used to put up metal roofs and buildings. 

I think finding property is pretty easy compared to managing.