I have found a tenant that has agreed to a relatively unconventional agreement for my furnished property in a popular vacation location.

Wow @Jacob Nevarez - You have a very popular post! 

Short-term rentals have become an increasingly popular investment strategy for real estate investors to increase wealth and passive income.

It has a slightly more vacation-friendly vibe with its arts scene, annual events, and outdoor activities that draw visitors regularly.Since you're targeting STR occupancy over 50% without extreme seasonal dips, you might consider neighborhoods near popular attractions, like Tulsa’s Downtown Arts District or the lake areas nearby, which offer steady, diverse visitor interest.

Guys, good luck with the "I am a fortune cookie" posts, to boost your following, likes, and popularity!

Who gets use on popular weekends etc... a good lawyer might be worth the costs.

If you bank your timeshare (I use RCI) or there is  Interval International, two of the largest ones)  then you can reserve a timeshare at a more popular, in demand location.  

Pinata is a popular resource that's free for tenants to use whether or not the landlord participates!

Contrary to popular belief, this is not set because I believe it will give me a higher return.

I would offer 90% of the market value. if he sells it you with no agents he is saving 6%~ on real estate agent commission and the other 4% is a convenience fee in that he dos not have to endure showings etc. and you will get better pricing on a non-owner occupied property if you put down 25% is compared to 20%.