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The Employer Benefits Compliance Calendar: What’s Due, and When

Westbrook Benefits Group | Last reviewed: October 15, 2026

From annual notices to ACA reporting and Form 5500 filings, benefits compliance runs on deadlines. This guide organizes common employer obligations by time of year and by company size, flags which ones generally start to apply at 20, 50 and 100 employees, and includes a downloadable checklist. It's educational only, with pointers on when to involve benefits counsel.

This article is for general information only and isn't legal, tax or insurance advice for your specific situation. Rules change; please confirm details with your advisor or counsel.

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