That's the first question as real estate is like another job and if you are upgrading properties it's like running a daycare. also what experience do you have?

My primary focus is on maximizing cash flow.Does anyone has experience with STRs in Aspen, I’d love to hear your advice or insights!

It also gave me the chance to experiment with short-term rentals before transitioning to a long-term hold, reinforcing my strategy for growing a real estate portfolio.

I work with a lot of househackers and they're typically on the 12 month cycle, rinse and repeat.While the proposition of acquiring an investment property outside of your market in a "landlord friendly" state may sound appealing, i would recommend you stay local for now and househack another couple of properties over the next few years until you've got some more time / experience under your belt.you would need a management company to cover your property that is outside of your market which would not only take 8-10% of your gross it would also leave you a bit vulnerable to a property management company that you A.)know nothing about and B.)you won't have the experience or cashflow or proximity to deal with any headaches that may arise.i would recommend staying local and househacking your way along for now and then maybe hire a local property management company initially to work with your current/local properties to get a taste of what to expect if and when you begin investing outside of your market.

My experience with PPR has been consistent with yours, as well as the search to find them.  

Does anyone have any experience with short term rentals in PCB?

It's not some MLM, pyramid type gig you can just experiment with attempting to make quick or easy money.

You both clearly have experience dealing with this firsthand, and I want to see if there's a way to balance enforcement with profitability.

I have no experience with this group but just visited their website. 

I am starting to realize there has been a significant amount of consolidation in the space by private equity and other institutional investors. 3) From research it also seems like getting financing can be difficult without prior experience in the space.