Gap funding, or providing down payment money for someone to purchase property with no capital of their own is way too risky for the return in almost all cases.  

We modeled out at various nightly price points using 50% occupancy and the property would likely provide a nice return.

If there is a lawsuit or claim, the claimant's attorney, as well as the claimant's insurance (such as the insurance provided by Airbnb/VRBO), will look to prove and demonstrate your liability in the loss.

Hi John, Real Estate Websites and Platforms: Websites like Zillow, Realtor.com, and Redfin can provide a wealth of information on current listings, recent sales, and market trends.

Hey Kyle,I'm not sure about the listing, but a few things to consider would be to offer virtual tours or video walkthroughs of the property to provide prospects with a comprehensive view of the space, especially if in-person viewings are limited or not feasible.

I don't ask for SSN and also personally have never provided/been pressured to provide them myself when I used to rent, and honestly don't want to open up liability for having to keep someone's SSN either.

Thus since in both cases you as a short-term landlord are merely providing basic services to your short-term guests (and receiving passive income in return), I would think this meets the requirements for Schedule E and I would think that you can report the income on Schedule E even if you don't own the property, thus avoiding the 15.3% self-employment tax?

However, she still has not signed her lease and I think she is doing it out of spite to provide a feeling of control, IMO. 

We'd be incredibly grateful for the chance to pick your brain and learn from your experience.Here's how we can provide value:We're dedicated and eager to learn.We're happy to assist with research, analysis, or any tasks that might benefit you.We bring a fresh perspective and a willingness to hustle!

Then, you’ll pay the agent (say 3% for the sake of argument, $5,400, since they’ll be doing a lot of work for you on this - I’d order that prelim/TRIO with my escrow company, and help you find lien records if any, plus provide all the contractual guidance to make sure you don’t lose your earnest money).