Since they are new, case law has yet to determine how they will be handled.

I felt like I needed time to handle it properly and they didn't have the time. 

The cleaner should be handling all the cleaning and looking over the property.Give us some more details on what you are spending time on and we can help.No way I would arbitrage that property.

3- If its Taxable to them; Must we issue them a 1099 next year for the $30K also paid to them or HOW would you handle that? 

A solid financial foundation indicates that the sponsor can handle unforeseen challenges and continue operations smoothly.Track Record EvaluationAnalyze the sponsor's historical performance on similar projects, including timelines, budget adherence, and overall project success.

She handles acquisitions, renovations, and rentals for the company and has flipped around 15 properties to date.Financial Situation:Cash Available for Investment: $200kEquity: Willing to tap into the equity in our two rental properties for additional purchases.Income: ~$250kOur Plan and Questions:We're based in NC but are considering purchasing multi-family homes in the Midwest due to significantly lower property prices and perceived better cash flow opportunities.

I have home equity that I could use to get going, however it would be a stretch to handle both the acquisition and repairs of a property.   

The biggest issue that came with this method is that it still works great for VRBO, but now after an AirBnb booking I have to ask the guest for their email to get this process started.Zapier is also monitoring for the returned signed RA and that point then sends out all the info the guests needs for their stay.The rest of the email automation is handled by the PMS.My biggest pain, is when I get a difficult guest, or when things break mid stay.

Don't wait until a problem appears before figuring out how to handle it.

I didn't assume anything you are threatening to leave because you can't handle seeing an opposing view.