I utilize a PO Box as well.It wouldn't be hard for our tenants to find out where we live (tax assessor's online tool) ~ But for $50/yearly ... it gives me a bit more piece of mind :)

start with one piece of land for one single family or a smaller development. or get the buy box of larger developers. why would they need to partner with you when they can do it on their own or find someone more experienced?

It scares me thinking about trying the Airbnb route but this area has two distinct tourist seasons in the summer and winter so it might be worth it for at least some of the units.

If you haven't been logging your past trips, you can piece together the info from your calendar, etc. 

Even if you believe you can stomach the monthly payments, paying $20K a year to carry a piece of land based on the information you shared is not recommended.

I thought I had reason to believe that was a credible piece of information, but I didn't hear it myself. 

It’s true that while the 10% down payment for a second home sounds appealing, the fact that rate adjustments are now similar makes the distinction less about cost and more about strategy.A few years ago, I helped a couple in San Diego navigate this exact decision.

If you can't make a distinction, then you haven't defined your criteria well enough yet.

AirDNA projected we would make 25K the first year and all 3 of my cabins surpassed that ($110k, $88k, and $65k all on one piece of land). 

One piece of advice I often repeat is that the goal of diversification is to reduce or eliminate any single point of failure.