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Why June Is the Best Time to Collect W-9s from Your Contractors


Don’t Wait for January: Collect W-9s Now



If you’ve paid contractors this year, June is the perfect time to double-check that you’ve got a W-9 form on file for each of them. It may not feel urgent now, but when tax season hits in January, missing W-9s are one of the biggest stressors for small business owners and accountants alike.


Getting your contractor paperwork in order now means no scrambling later—and fewer headaches for everyone.




Why W-9s Matter for Your Business



Form W-9 is what you collect from independent contractors, freelancers, and vendors you pay $600 or more in a calendar year. It includes their name, address, and taxpayer identification number (TIN)—everything you’ll need when it’s time to issue Form 1099-NEC at the start of the year.


Without it? You can face IRS penalties, delays, or even be required to withhold backup taxes.




Make It a Mid-Year Habit



June is a natural halfway point in the year. You’ve likely paid at least a few contractors already—so now’s the time to:


  • Review your vendor list

  • Identify anyone missing a W-9

  • Reach out before you send another payment

  • Request updates if you know an address or business name has changed



💡Pro tip: Always collect a W-9 before issuing a payment. It’s much harder to get one after the fact.




Avoid These Common W-9 Mistakes



  • Waiting until January to track down info

  • Skipping updates when contractors move or change business structure

  • Sending payments without a W-9 on file



These simple mistakes lead to reporting delays and frustrated back-and-forth during a time when your energy should be focused elsewhere.




Save Time in January by Taking 10 Minutes Now



Whether you manage your own bookkeeping or work with a tax pro, organizing your W-9s now is a gift to your future self. It only takes a few minutes, but the peace of mind and January-time savings? Priceless.




TL;DR (Too Long; Didn’t Reconcile Yet?)



✅ Review all contractors you’ve paid this year

✅ Request a completed W-9 from anyone missing one

✅ Make it a habit to collect W-9s before payment

✅ Save future-you from 1099 filing stress



✅ FREE DOWNLOAD: W-9 Request Email Template



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