The country simply does not have enough affordable housing units, and the new supply of affordable housing units is not keeping up with new demand.

A couple thoughts on your question:I tell our STR investors in Colorado that their main goal should be to set up the right way right out of the gate.

And a lot of old school GCs may not have the ability to take a CC and may not care to learn how to...Main question is: why do you want to do this?

Most of the ultra wealthy individuals sacrifice a lot to obtain their wealth, and I won’t make those same sacrifices.Similarly, I don’t desire to have 5% body fat because I don’t want to put in the effort required for it.I understand that ultra wealthy is subjective, but the main point stands. 

One of our MTRs is in an area with extremely low supply that we've had a waiting list for it one summer.

As I mentioned before, one of my main reasons for switching was to get connected with Marriott Homes and Villas, so that really narrowed my options down to PMSs that support that integration.

For my family investing OOS is a big long term goal (most likely south with mountains), but it's never been the main plan. 

I'm seeing house hack, buy a primary and rent out the ADU on AirBnb or the ultimate house hack, owner lives in the tiny ADU and AirBnb both levels of the main house in San Francisco. 

The 5-10 it gets heavier and a lot busier, and 10-15-20 it really is untenable to self-manage especially if this is not you main business like a person buying their own rentals and building it like a small business. 

Curb appeal for higher-end properties will be much more important, especially when it comes to marketing - most ads and main listing photos feature the front of the property.In this case, I would consult with a professional - i.e. landscape designer or stager.