Buy and holds should be held in a separate LLC for optimal tax benefits. 

I'm hoping to be a hands-off STR owner so was interested in Evolve and/or RedAwning's services to manage bookings and optimizing my property's listings on multiple booking sites such as AirBnB, VRBO, Booking.com, etc. 

Most of the content I created was “placeholder” content which I search engine optimized.

    Hello BP community,We are in the process of attempting to optimize our first STR property in a very seasonal market.

Better yet, connect with one of the tax pros on BP to see how those deductions can be optimized for your unique circumstances.

We are paying a lot for the optimization so when it is done, we are hoping for 50+ monthAs far as canvassing goes it is probably the hardest piece of marketing in itself to coordinate.

It's a way to optimize your investment while making the most of the flexibility you gain from your cash flow strategy.In the end, there's no one-size-fits-all answer.

From the start you get a full website with content that is semi optimized and interlinked.

Or, maybe I am just not thinking in the optimal *creative* way that might make this work.  

@Brian Ploszay definitely had some great insight.To expand on his first point, I think a "triple net lease" would be a good model to try to follow.Also, make sure that in the event your optimal tenant (drug rehab) were to move out, you have multiple exits to help you sustain any market downturn.