The numbers are strong. 

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.

I know apps like AirDNA are popular for assessing short-term rental data, but I’d love to hear what other tools or platforms you all use to evaluate markets and find promising investment properties.Questions for You:•What apps or resources do you recommend for analyzing real estate markets and identifying strong investment opportunities?

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

At the end of the day, assuming the market at a high-level is strong, you must be able to trust in a strong, local team. 

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. 

They do conduct a background check, credit check, will check cash reserves, and will make sure the borrower is using their funds for business purpose only, but there is less emphasis on the borrower and more on the deal itself. 

Using a Wyoming LLC as a parent (umbrella) LLC can enhance asset protection and anonymity, leveraging Wyoming’s strong laws.

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

Aim for a 620+ credit score, save for a down payment, and research markets with strong rental demand.