My only concern is if a deal suddenly pops up, I still won't know enough about what is typical in the area to be able to negotiate properly, and I'll be scrambling to find an attorney for help.

I grew up in Napa.. its multi billions and Oregon is 25 years behind Napa but slowly catching up.its good for farm workers and some retail.. what you get though is tons of restaurants that could no way exist in these areas can make a go of it plus hospitality and i bet STR really work too in the Dundee hills were its all county and there I am sure is no restrictions at least not yet. unlike Napa and Sonoma counties highly restrictive STR regsOregon land use while highly restrictive in the farm forest ag land .. if your in the city and zoned its some of the easier places to pop up 50 homes anywhere on the west coast.. not simple but nothing like CA or parts of WA.

To the CPA's and tax professionals out there,A scenario popped in my head.

When a deal pops up, you'll then be able to spot it.  

This was for 7-9 shopping centers so imagine the headache for national retailers and local mom and pops. 

I have also seen quite a few rental concessions popping up at some of the higher end apartments that are just a few years old (no longer the brand new "cool" places to live). 

Alternatively, if you're working on $20M deals don't hire someone who works on mom and pop transactions.The important thing is the practitioner NOT the firm.

Lender will do 65% LTV 25 year amortization and 4.85% fixed for 10 years.Another property we closed on a retail center for 3.5 million and 4.70%, 10 year term fixed , 30 year amortization with all national credit tenants in a great location.Another was an Advance Auto for about 1,700,000 purchase with loan of about 1 million,25 year amortization, 10 year fixed and 4.65% rate.If what you own is the smaller commercial under 1 million in price and mom and pop then most lenders will not compete for it as 1 million is their cut off point for loans.

I would pop on Hayden homes website they are the lower end production builder in Central Oregon and Washington.

Pop the top and expand upward?