It sounds more like you want to do work for a short time and have success without knowing much.

Plus, there was lots of damage in a short period of time from those instances.That's okay because I have great support from my property management company, PPMG.

The short version: save money while educating yourself on how to invest in real estate wisely, buy an investment property, learn how to manage it well while educating yourself on how to manage it better, save money . . . rinse and repeat.You don't mention where you are (education, income, experience, etc.) or where you want to go, so I can't tell you how to get there.

The short answer is: file form 1099-NEC. 

The expectation established fell far short given all the mistakes and poor advice.

@Asim G. if owners weren't so short-sightedly cheap, PMC's wouldn't be doing this!

The "online leads" trend becomes a vast pool of scams, each one discovering a new and "better" way to find motivated sellers via SEO/Paid adds/Social Media etc, and automatically aims to make a profit from selling those so-called leads.

Since joining BiggerPockets, I’ve discovered a lot of other great companies and connected with inspiring investors.

It was only after this period ended that I discovered the problem when I encountered difficulties obtaining home insurance.

For 2023, since your property was rented out with an average stay of under 7 days, it should be classified as a Short-Term Rental (STR).