Investment Info:

Single-family residence buy & hold investment.

Purchase price: $580,000

Cash invested: $75,000

Short term rental

What about something like this: https://www.redfin.com/AZ/Tucson/426-E-Blacklidge-Dr-85705/h...?

I wouldn't worry too much about it, if you have a competent CPA or bookkeeper they should be able to review your books and within minutes have a strong grasp on who gets a 1099 (spoiler alert, not every contractor gets one, I'll be annoyed if I get one since I'm structured as an S corporation) and the amounts to report.1099 filings are usually a loss leader for us, so if you're working with a professional make sure you take advantage of them filing everything for you.

There are also additional costs of operating and maintaining an LLC, like separate bank accounts, annual report filings, tax filings, etc.2.

But this year, his team is saying I need to file 1099s. 

We also were able to get the property taxes reduced by filing a complaint with the county.

Under the Corporate Transparency Act, LLC's are required to file a Beneficial Ownership Information (BOI) Report. 

- Don't click links or files if you're not expecting it or if you feel pressured to do it.

We had to sell virtually everything we owned so we would not default with our commercial banks and or file BK. 

I am currently in the process of filing lawsuits against all of these tenants on behalf of my clients, and I am hoping we can add criminal charges onto the civil suits.