How to Create 1099 Forms for Workers: 2024 Compliance Guide

Meta description: Confused about 1099s for workers? Our 2024 guide walks you through contractor classification, IRS deadlines, and electronic filing options while avoiding costly payroll mistakes.
Wait - Are You Even Supposed to Issue 1099s to Employees?
Here's the thing that trips up 38% of small businesses according to the 2024 IRS Compliance Report: W-2 employees and 1099 contractors aren't the same. Mess this up, and you're looking at:
Mistake | Average Penalty |
---|---|
Misclassified workers | $5,500 per occurrence |
Late 1099 filings | $60/form after August 1 |
So let's get this straight first. Employees get W-2s. Contractors get 1099-NECs if you paid them $600+ - that's the magic number. Got a freelancer you paid $599? You're off the hook this time.
Step-by-Step: Creating 1099s That Won't Get Rejected
1. Collect the Right Info (Before December 31!)
- W-9 forms from every contractor
- Social Security Numbers or EINs
- Accurate payment records (QuickBooks users, you're golden here)
"We thought Venmo records were enough. The $8,200 penalty notice proved otherwise." - Construction company owner, 2023 audit case
2>Filling Out Boxes Like a Pro
The new 1099-NEC (Non-Employee Compensation) form isn't rocket science, but get these wrong and you'll be redoing them:
- Box 1: Total payments (include cash apps like Zelle?)
- Box 4: Backup withholding (only if they ignored W-9 requests)
- Box 5: Check this for statutory employees (a weird IRS exception)
Electronic vs Paper: What's Better in 2024?
The IRS processed 43 million digital 1099s last year - a 210% jump from 2020. Here's why switching makes sense:
Method | Cost | Deadline |
---|---|---|
Paper filing | Free | January 31 |
e-File | $3.99/form | March 31 |
But wait - some states like California now mandate e-filing for 50+ forms. Check your local rules!
The Hidden Trap: State Copies
Oh right, the IRS copy (Copy A) goes to them. But 28 states require their own copies - and no, photocopies won't cut it. Alabama even charges $25 per late state filing.
"We mailed 1099s to contractors by January 31 - thought we were done. Then Massachusetts fined us $1,200 for missing their copies." - E-commerce seller, 2023
2024 Changes You Can't Ignore
- New threshold: $600 aggregate payments (same as 2023, but some states are pushing for lower)
- Cryptocurrency payments: Still gray area, but the IRS is watching
- Payment apps: Venmo/PayPal issuing 1099-Ks at $600 (down from $20k)
Pro Tip: The 20-Minute Audit Check
Before hitting send:
- Verify TINs match W-9s (use IRS TIN Matching if available)
- Cross-check payments against accounting software
- Check state requirements (11 states have earlier deadlines)
There you have it - creating 1099s that keep the IRS off your back. Now, should we talk about those pesky 1096 transmittals? Maybe next time...