The role you're in at the moment is that of order taker -  not trusted advisor. 

I can't think of any others at the moment, but if anything comes to mind, I'll comment here.

Optimized doesn't just mean your digital environment, but all the basics like making sure the rooms look photogenic and have an Instagrammable moment, having backups off all bedding and replaceable items so your property always looks like the pictures, setting up strategic partnerships with local businesses, tour guides, etc...As far as management - make sure to have a handful of cleaners and contractors on good terms. 

Don’t have another down payment saved at the moment but have some company stocks that will vest over the next few years that could amount to another down payment.

I feel you mate,Always loved overlooked tertiary markets.That's how I settled on Toledo in 2014.Funny story, folks would always ask me "What is an Aussie from Sydney, Australia doing in Toledo, Ohio"I'd always reply "Because of the beautiful weather and the beaches" heheMuch success 👍

Let’s call it Retirement 2.0.Retirement 2.0For a moment, let’s set aside the traditional model of retirement we’ve all been taught and reimagine retirement as it should be.What if . . . we didn’t have to wait until the end of our lives for retirement?

I do know that anything can happen, but I am sure that I am still unaware of what that truly entails at the moment.

I just didn't want to lose everything and kept working, "making things beautiful".

And it diminishes over-head, makes for more diversity in operational footprint, speed to pivot, market shift as market's shift to stay in the "bulls-eye" of market of the moment. 

Think carefully for a moment, as a employee everything has been done for you, you just have to do what you're job description is.