Super excited to be here and will definitely reach out with any finance questions or obstacles I run into.

Negative cashflow due to super high HOA. (-$800/mo!).

Quote from @Honey Beans: Super excited and nervous to be closing on my first STR in Sunriver, OR.

That's the criteriaNow ... some super rough estimated numbers ... usually you can depreciate maybe 25-30% of the purchase price, but a CPA will tell you better how you only renting one side affects this.

I have read Rental Property Investing and am trying to crunch the numbers as best I can but still not super confident.

Whether or not it’s advisable in places where it is allowed depends on the situation IMO.If you’re talking about simply needing someone to write a contract or manage the paperwork for a transaction that is super easy, then it might make sense to keep it simple with one agent. 

Just make sure any partnership is built on trust and that roles, responsibilities, and profit splits are super clear up front.

I have read Rental Property Investing and am trying to crunch the numbers as best I can but still not super confident.

It tracks income and expenses really well, handles digital receipt storage (super convenient), and even helps with basic bookkeeping tasks.

@Austin Johnson I think turn key was easy when interest rates were super low and real estate investing was easy.