Context does matter, but here is what I would say: predicting future inflation based on a look in the rear view mirror is not a strong argument.

Kind of like working out for what feels like forever, with "no progress", and then one day you look in the mirror and see that ab starting to poke out and reveal itself!

Tommy, the vacation rental occupancy rates on Maui mirror hotel occupancy rates 70-80%.

I am not a huge expert on the south Oregon Coast but I know the weather is slightly better and mirrors that of northern CA.

In fact, I would argue that most people absolutely suck at it even when they think they're really good at it.Kudos for being able to look at yourself in the mirror and be honest about your interests and abilities.

They're trying to do an appraisal on the exterior only of a house (not to mention it seems like a coincidence that their appraisal values often mirror the Zestimate, just saying).  

We painted the whole house ourselves (talk about sweat equity), had a 320 foot privacy fence built in the backyard, updated both bathrooms, and swapped out mirrors, lights, and other fixtures to modernize it.

I'm specifically curious what software wholesalers and investors are using in Canada that mirrors Propstream (it's my understanding Propstream is limited to the US).

Investors basically should not care as the homes should still be cash flowing unless rents have crashed as well.. then thats a different dynamic that could mirror 08. 

If your new to real estate and need some motivation/ guidance it real easy to get caught up in the smoke and mirrors be cautious of that because people will try and take advantage of you first chance they get.