When investors call me, the first thing I do is analyze the big picture, and we take a holistic approach.   

My wife is a holistic health coach, so if anyone wants to get their life together holistically speaking, we can DEFINITELY offer expertise in that matter.

Owning rentals is a more holistic, long-term approach to wealth building and is best paired with something like flipping houses/wholesaling/or a high-income job. 

It sounds like you could use a comprehensive plan that takes a holistic view of your plans for the next several years and transactions. 

The option agreements would need to be analyzed, as well as the rental agreements, fair market rents in comparison to what you're charging, and what comparable option fees in the area go for.I do assume you are collecting an option fee...Your CPA is the best position to provide advice as he/she has the holistic view of your facts and circumstances. 

@Aaron K.You should examine your holistic taxes paid across the whole spectrum (income, sales, property, etc) before you make a determination how friendly or unfriendly an area is.It's generally accepted that when a state reduces (or eliminates) taxes on one revenue source they must raise taxes on another revenue source to compensate. 

Any experience with holistic partnerships vs one off, or inclusion of a third partner?

So we just took a look holistically and for us it wasn't worth the hassle for the few hundred bucks more a month.AZ passed a law that STR was allowed, if you are in an HOA then they may dictate some restrictions (min rental duration, need to pay some fee etc). 

Formulas are for budget only.You have to take an holistic approach from there.

Call around.Commercial lenders will focus more on property NOI and less on DTI but they will take a holistic view.