Real estate businesses pay a lot of non-employees — independent-contractor agents, repair and turnover crews, cleaners, landscapers, bookkeepers — and payments to unincorporated contractors for services are generally reportable to the IRS on a 1099-NEC once they cross the annual threshold, with specific exceptions. Getting this right is a matter of record-keeping discipline set up long before January, not a year-end scramble.
We are not your tax advisor on who is reportable and at what amount — the current threshold, the exceptions, and the filing rules are the IRS's to state, so confirm your situation against the IRS guidance on whether you are required to file a Form 1099 and with your CPA. What we own is the bookkeeping that makes filing painless: collecting a W-9 before a vendor or agent is paid, tagging payments to the right payee and account so nothing is missed or double-counted, and producing accurate per-payee totals at year end. When payments have been mis-tagged or W-9s are missing, we fold the fix into a cleanup so the records are right before the deadline, not after.