I also host a meetup with Aaron Smith, we meet once per month and talk about real estate, etc and I'd be happy to get you in our group. 

Quick example here -- https://tubularinsights.com/tax-deductions-us-youtubers/These expenses/deductions will help to reduce regular income tax as well as self-employment tax.Any deductions not tied to YouTube income will not help to reduce self-employment tax.

I attend those two regularly.

But probably something a regular / sole investor will never get to do lol.

It’s currently setup as a large studio without a kitchen, but we plan to eventually erect a wall to create a bedroom, and install a kitchenette.My question is, knowing how persnickety Portland is with regard to Airbnb, would it be a smarter strategy to rent it out on a longer-term basis to a regular tenant?

It gave the advantage of locking down a tenant so you didn't have the worry about having to regularly re-rent the property should the tenant give notice.

My pre-approval was for regular FHA .

We live across the country so can’t do regular checks on our contractor.

I host one with my partner in Eagle Rock, and I attend a few in Pasadena/ San Gabriel Valley and LA.

We host the Wisconsin Apartment Investor Meetup in Waukesha.