I recognize that commercial real estate is struggling, with ~30% vacancy in downtown Portland and homelessness issues, but I believe this property’s tenant stability and quality make it a lower-risk option. 

But this is really your first touchpoint with potential guests who are scrolling the endless options of airbnb, vrbo, etc.

Example; I am invested in a fund that does active option plays on Tesla.

As you get to this point your gaining more confidence in the options because you know option A and B had a certain outcome that wasn't option C, and this would give you more confidence you're doing the right thing for you.From there, I would be identifying properties to acquire if you don't already have some in mind and then my next sheet is creating the plan.

Typically, the investors I work with purchase properties in their personal names and then quit-claim the title into their LLC after the deed has been recorded.Markets like OKC, Memphis, and Little Rock offer some excellent, affordable growth opportunities, and I’d be happy to chat with you to explore these options further.

Also I am having more and more difficulty finding insurance companies service STRs.My agent recommended a visitor covering option to my regular insurance.

@Matthew Posteraro I'm a big fan of starting with the 5% options. 

I think the first step would be to contact a lender and figure out our best options moving forward.

Reach out if you would like to compare options or revenue potential for different homes and communities. 

I know about some financing options that i could use and need to learn more about my local market just am scared of risk!