New rent control laws and regulations, such as the ones in Oregon, can decrease revenue generation for investors.

I am curious regarding local regulations on STRs and if there are any cities in Skagit Co that have stricter rules in place.

Lending is a highly regulated, complicated endeavor, and it's important to know all the requirements for licensing, etc.

Price it out so that if the STR is too much work or regulations change, that it still makes sense. 

Request they backdate the tax adjustment to the date FEMA regulations implemented by the City.Be prepared for the process to take many months.

However, I discovered that Anaheim isn't allowing new short-term rentals and that the strict regulations in California make arbitrage nearly impossible.I then came across the assignment of contracts strategy and thought it could be a good way to generate income.

We do have a legitimate difference of opinion on the rules and regulations that govern Spark's activities.

I'd love your insights on which cities you think are ideal for multi-family properties, especially in states with landlord-friendly regulations.

Or at least a rules and regulations section that goes over this.

Orlando is literally built for STR as you won't have to get wrapped up in learning and keeping up with regulations and nosy neighbors, I'd be happy to talk to you about that more.Florida in general has always been very attractive for landlords due to friendly landlord laws, constant flow of new residents, weather, pricing compared to many other large metros, always growing economy and endless hospitality/service jobs that feed the rental market.