Ultimately, we had concerns about the borrower’s ability to execute in a timely manner and we did not want to delay the outcome an additional six months.

Chris is right, the creditworthiness of the tenant makes a big difference in the debt offering, or the ability to get debt at all if you aren't a very strong borrower. 

Then it is carried thru the call capture finally resting with your ability to get a contract signed.Anyone ever hear the 3 cycles of business1) Lead Generation2) Lead Capture3) Lead fulfillmentAint rocket science

So just be sure that this doesn't qualify as offering significant services which would change you tax filing status.Usually if you refer a guest to a boat rental place or whatever and get nothing, it isn't an issue, but sometimes when offer the ability to book something like a chef, it can be construed as significant service offering.Double check with your tax pro just to be sure.

For those looking for quick access from Portland and also not requiring full short term rental-ability the areas of Cannon Beach, Arch Cape and Manzanita are majestic and luxury real estate areas.

Attorney's aren't working for the poor's on a retainer and it's doubtful he has the ability or desire to pay for one. 

This allowed us to utilize the low down payment, ability to remove PMI after renovations/gaining equity, and not paying the upfront FHA premium.

My only contribution as possible food for thought for you is to ask whether you have the ability to move to a less expensive area and house hack there? 

You might also find that you have the ability to refinance in 6-12 months as that gives you more time to save cash and also watch the market.

Solid post and would agree with everything - but the last one - "Local or National Expert" - I do think there is still value here but I would say this is the one area that is being I'd argue reduced in importance via technology and ability to reach people digitally and remotely - but like you said, its really more important for people trying to scale - where if its your first or second, local probably makes a lot of sense