Portland has gone a step further, imposing requirements almost guaranteed to trigger unintended violations.

That kind of restriction just doesn’t work for someone like me.I’m trying to figure out if I might be missing something in how I’m approaching this or if others have insights or examples of towns that not only allow STRs but also have laws that offer enough flexibility to operate in the way I’m aiming for.Many towns technically permit STRs but impose restrictive rules like membership requirements, ownership duration limits, or rental day caps, making operations challenging.

For example a price below where I think it will sell for, attracting more Buyers, but not too low where I'm doing unnecessary work filtering out Buyers who don't understand the market conditions.

Some states passed laws after the last housing crisis which impose huge fines and liabilities for targeting sellers in foreclosures.

Yes it explicitly allowed things like the term and rate, and I wrote that it should exclude anything additional which is unnecessary since I couldn't be there to read the closing docs themselves (which I assume can vary depending on what the branch leader/loan officer wants for the nonconforming loan).  

They can & will impose fines until you stop. 

I'm feeling the delays I've imposed on myself in my RE investing, so I'm trying to correct my trajectory to get back on course ASAP.You may not realize it, but you just stated your goals.Number of properties, no matter how you arrive at a number, is never a goal. 

Like many things in life our own enough is self determined and completely self imposed and dictated.

Technically nothing Anderson recommends is wrong but in most instances what they recommend is completely unnecessary.

Federal Cares act alone is causing over 5 billion in damages for it's moratoriums imposed on landlords.