As January closes and the new year gains momentum, many small and medium-sized businesses face one of the most compliance-heavy periods of the year. Payroll filings, contractor reporting, employment taxes, and health care reporting all converge. Missing even one of these deadlines can trigger penalties, notices, and unnecessary cash flow strain. The good news is that all major filings below share the same adjusted due date. Because January 31, 2026, falls on a weekend, the official deadline moves to the next business day. Final deadline for all items listed below is February 2, 2026. Understanding what is due, why it matters, and how to prepare now can help your business avoid penalties, save money, and reduce stress. Why These Deadlines Matter More Than You Think Government agencies treat information returns and payroll filings as high-priority compliance items. These filings help verify income, enforce payroll tax rules, and ensure proper employee and contractor reporting. Late...