I expect that I'll be reserving time in various resorts and farming those weeks out to perspective vacationers, does anyone know if VRBO, or AirBnB, or some other site would be most appropriate for this approach?

Sounds like you have a great perspective! 

Maybe I will change my mind in a few years but for now, the wounds are too fresh.

However, my perspective is more cautious, driven not just by statistical analysis but by firsthand observations in the field and insights from investors and developers across the country.

My background as a prior military member has instilled in me a sense of discipline, strategic planning, and a keen understanding of risk management.While I’m aware that financial contributions are often key in partnerships, I’m curious about what other skills and perspectives I can bring.

Does anyone have any updated perspectives on this area now? 

The best answer I found was looking at it from a tax and legal perspective.

They are subject to a credit, criminal, and eviction check just like other perspective tenant candidates.One thing I would suggest is asking them how much their subsidy is for.  

At first glance, you might notice things are cooling down a bit, but a closer look shows that for those ready to dive in, there are fresh opportunities to be found.Single-Family Homes: A Market Opening Up for BuyersSingle-family home sales dropped by 12.1%, going from 1,056 last year to 928, yet the median sale price actually nudged up 2.2% to $615,325.

It's helpful to hear the perspective outside the broker.