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2025 EOY compliance checklist for startups

Protect your startup from IRS penalties and legal risks by following a structured timeline of year-end filings and upcoming 2026 regulatory changes.

3D book covery in dark berry with Rippling’s logo. Text says: EOY Compliance Checklist for Startups.

You’re probably missing a compliance deadline right now.

Between now and year-end, you’ve got W-2s, 1099s, payroll tax filings, benefits reconciliations and state-specific requirements coming at you fast. If you miss one? You’re looking at potential IRS penalties, surprise tax bills and potential lawsuits from employees.

To help founders avoid these thorny hurdles, our team of startup-certified HR experts compiled this simple checklist specifically tailored for early startup founders. It walks you through what’s actually due before December 31st and what changes are hitting in 2026 including: 

  • New pay transparency laws

  • Expanded leave requirements

  • AI hiring rules

Don’t get caught off guard when these changes take effect. Download the guide now. 

What’s inside: 

✅ Every filing deadline you need to it before year-end (and what happens if you don’t)

✅ 2026 regulatory changes that’ll affect your hiring, payroll and benefits 

✅ A ready-to-copy checklist so you can keep yourself organized and on track

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