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.

My focus is on finding off-market deals and building a strong buyers’ list.

C class and lower areas is only where S8 beneficial and that tenant base can be a headache.

Start by analyzing deals, setting clear goals, and building a strong network.

Then, having covered my base, I'd try to differentiate myself, by having the best located property, the best quality property (given the price of course) and offer the best experience.

Hello All -My hub of properties is in Tampa but I do have some managed further South and my vendors are not as strong with less market presence in Fort Myers and Naples. 

Based on these assumptions and the IRS notice's text that "The IRS also gives affected taxpayers until May 1, 2025, to perform other time-sensitive actions described in Treas.

The reason for this is that RE market prices are based on numerous criteria.

Sounds like no HOA, which is great--- but based on what you are saying I think it's worth setting it up. 

Larger families, remote workers, or investors could see it as ideal, especially if local schools or amenities like parks, dining, or entertainment are strong.