Every federal and state filing deadline in one calendar. Sync it once, stay penalty-free all year.
Click on any highlighted date to see filing details.
These aren't just bureaucratic checkboxes. Late filings come with real penalties.
$60–$310 per form depending on how late, up to $3.5M annually
$100 per employee for first violation, $200 for subsequent
Up to $16,550 per violation
5% of unpaid tax per month, up to 25%
$60–$310 per form
For a 50-person startup, a single missed W-2 deadline could mean $15,000+ in penalties.
Don't let compliance deadlines catch you off guard.
Multi-state compliance gets exponentially harder as you scale. Each state has unique filing requirements, deadlines, and penalties.
Quarterly NYS-45 filings combine UI, withholding, and wage reporting. The new UI wage base formula means you'll need to update your payroll system each January.
The most complex state for employers. Between quarterly DE 9 filings, annual pay data reports, and new worker notice requirements, CA compliance requires constant attention.
No state income tax simplifies things, but you still need quarterly wage reports to the Texas Workforce Commission.
Employers with 25+ employees must file monthly wage reports in addition to quarterly UI contributions.
No state income tax, but quarterly reemployment tax returns are required. Plus strict new hire reporting within 20 days.
Each with their own unique requirements, deadlines, and local tax obligations to track.
If you're working with international contractors, add these to your calendar.
Collect Form W-8BEN (individuals) or W-8BEN-E (entities) to avoid 30% withholding
File Forms 1042-S and 1042 to report all payments to foreign persons
Missing these can trigger IRS penalties—and create tax headaches for your contractors.
Free Resource
Every federal and state payroll deadline, with direct links to filing portals and notes on what changed since 2025.
Last updated: January 2026. Tax deadlines and requirements can change—always verify with official sources or consult a tax professional for your specific situation.