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Tax season can feel overwhelming, but preparing 1099s doesn’t have to be a headache. Whether you’re a small business owner or managing a growing side hustle, understanding 1099s is key to staying on the IRS’s good side. In this article, we’ll explain what 1099s are, when you need to issue them, common mistakes to avoid, and—most importantly—how to stay ahead by collecting the right information upfront.

What is a 1099 Form?

A 1099 form is a tax document that reports payments made to non-employees, such as independent contractors, freelancers, or vendors. If you’ve paid someone $600 or more during the year for services, rent, or legal fees, you’re required to issue a 1099.

This form lets the IRS know who got paid and how much—so it’s an essential part of staying compliant with tax laws.

When Do You Need to File a 1099?

You’ll need to issue a 1099 if:

  • You paid $600 or more for services, rents, prizes, or legal fees.
  • Payments were made via cash, checks, or direct deposits. (Payments made through credit cards or payment platforms like PayPal are reported separately by the processor on Form 1099-K.)

Deadlines:

  • January 31: Send 1099 forms to recipients.
  • February 28 (paper filing) or March 31 (electronic filing): Submit forms to the IRS.

Collecting W-9 Forms: A Crucial First Step

One of the smartest moves you can make is to require a W-9 form from anyone you hire before they start working. Why? Because chasing down contractors at the last minute for their Taxpayer Identification Number (TIN) or Social Security Number (SSN) can be a nightmare.

The W-9 form collects the key details you’ll need to file their 1099 later. To save yourself from scrambling at tax time, make it part of your hiring process. Hand the form to the contractor and require it to be returned before their first paycheck is issued.

Here’s the current W-9 form from the IRS: Download the W-9 Form.
If you’re reading this article in a much later year, make sure to double-check that you’re using the most up-to-date version of the form by visiting the IRS website.

Common Mistakes to Avoid

Even with the best intentions, mistakes happen. Here are the top pitfalls to avoid:

  1. Not Collecting W-9s Early: Waiting until tax season to request a W-9 often leads to delays and frustration.
  2. Misclassifying Workers: Independent contractors aren’t employees, and misclassification can result in IRS penalties.
  3. Incorrect Details: Errors in names, addresses, or TINs can cause IRS rejections.
  4. Missing Deadlines: Late filings can lead to hefty fines, so mark your calendar.
  5. Overlooking Certain Payments: Forgetting to issue 1099s for qualifying payments can raise red flags.

What Your Accountant Needs to File 1099s

To make the process smooth, provide your accountant with:

  1. Vendor Details:
    • Full name or business name.
    • Address.
    • TIN or SSN (collected from the W-9).
  2. Payment Information:
    • Total paid to each contractor during the tax year.
    • Payment methods (cash, check, direct deposit).
    • Payment dates.
  3. Your Business Details:
    • Name, address, and Employer Identification Number (EIN) or SSN.
  4. Backup Documentation:
    • Invoices, contracts, and payment records.

Why Choose A Plus Bookkeeping and Tax Services?

At A Plus Bookkeeping and Tax Services, we take the hassle out of 1099 preparation. Here’s how we help:

  • Accuracy: We triple-check every detail to ensure your 1099s are error-free.
  • On-Time Filing: Say goodbye to missed deadlines.
  • Compliance Confidence: Stay compliant with the latest tax regulations.
  • Time Savings: Spend your time running your business, not worrying about forms.
  • Expert Support: Unsure about unique payment situations? We’ve got your back.

Getting your 1099s filed correctly starts with being prepared. Make collecting W-9s part of your hiring routine and let A Plus Bookkeeping and Tax Services handle the rest.

Ready to simplify tax season? Contact us today and let’s make your 1099 preparation a breeze!