Hi all -I live in eastern WA, near wine country, I am hoping to build an in-law suite / tiny house on my property to rent as an Airbnb.

You have most of it right, I'm on a phone so I'll try to keep it short and sweet.

I just bought another building in Chicago last year and it is a sweet and easy money maker. 

The sweet spot is a 2/2 with a view, or 4br+ that can sleep alot of people. 

That’s been part of the confusion for sure, as from what I can tell people get the most $$ for insurance claims, so doing that would be ideal I just don’t have any of those relationships built yet with the people who actually place families after they file a claim  Like everything in real estate, there is a definite sweet spot for insurance placement properties.

Dec/Jan/Feb are way slower.Save some of that sweet summer cash for a colder winter!

Newberg, Dundee, McMinneville, OR - The Oregon Wine country... small towns with an increasingly Napa/Sonoma vibe.Portland Proper - Nearly every neighborhood in Portland is like a little "town".

I’ve worked on a wide variety of deals, such as hotels, vacation rentals, ocean front, senior care facilities, agricultural (wine country and wheat) and other niche properties. 

I'll keep it short and sweet.

"C" neighborhoods seem to be a good sweet spot where you can maximize cash flow and still not be in a war zone.