Tourists are willing and able to spend $1500/night or more for the experience.

I probably have less answers for you, and more questions...We don't really know your experience level, so my first question is, do you realize you typically have to have about 20-25% "skin" in the game for this purchase?  

Any experience on this?

If you have expertise or experience in this area, I would greatly appreciate your guidance and insights.

I'm an aspiring wholesaler ready to learn from experience investors and grow together in successs

In my experience lenders much prefer to see the income on your tax returns then from what is on a lease.2.

Does anyone here have experience clearing a title after a tax sale in upstate New York and subsequently selling the property to a retail buyer? 

The CFP® certification requires rigorous study and hands-on experience, which you seem prepared to tackle.I've been in the financial planning field for several years now and currently teach aspiring CFPs at Golden Gate University.

You've got the experience, and your friends want to relax while their money grows.

While I have the time, financial resources and motivation, I lack experience in this niche.