Particulars:1) 1st SFH rental property cash flows $400 and we have a 2 year lease agreement that ends in 2025. 2) 2nd SFH I currently live in, I would rent out and probably experience a negative cash flow of --$100 cash flow for first year, break even 2nd year, and build little cash flow moving forward.

They don't have enough experience yet. 

Does anyone have any experience there?  

Agree with others, if you take the plunge and self manage for a year or two, it’s a great learning experience, then just outsource to PM when you start scaling.

Does anyone have any experience with raising private money for STRs?  

In my experience overall- costs are going to be higher.

I am excited to get my first property and learn from this experience.

  (2) That I have a Third Party Audit conducted of my "company" which as stated is a single member LLC.Does anyone have any experience with the above requests? 

You either get private lending which is based on deal (and experience) or use your own funds