EPISODE · Dec 7, 2025 · 58 MIN
Payroll Cowboys: Wrangling W-2s, Taxes & Year-End Chaos
from It's About Payroll · host WRKdefined
In this cowboy-themed year-end special of It’s About Payroll, Brian and Walter saddle up to ride through the biggest payroll updates every pro must prepare for as 2025 closes and 2026 approaches. They kick off with news around the economy — including U.S. foreclosure filings rising nearly 20% year-over-year and property insurance premiums spiking 70% over five years — highlighting why accurate payroll matters more than ever to employee stability. The conversation turns to technology, including AI agents already being deployed in Amazon Connect and even the IRS, sparking discussion around the future of payroll automation. Then comes the main rodeo: year-end tasks, W-2 rules, 10-form e-file thresholds, penalties ($60, $130, $330+, and up to millions for large filers), Social Security verification tools, and common W-2 mistakes. The hosts break down the OB3 Bill, tip & overtime deductions (up to $25K for tips; $12.5K single / $25K joint for OT), new guidance, and what employers should and should NOT do. They wrap up with retirement updates including 401(k) limit increases and Secure 2.0 catch-up provisions. A practical, funny, relatable year-end run-through for payroll folks everywhere.
What this episode covers
In this cowboy-themed year-end special of It’s About Payroll, Brian and Walter saddle up to ride through the biggest payroll updates every pro must prepare for as 2025 closes and 2026 approaches. They kick off with news around the economy — including U.S. foreclosure filings rising nearly 20% year-over-year and property insurance premiums spiking 70% over five years — highlighting why accurate payroll matters more than ever to employee stability. The conversation turns to technology, including AI agents already being deployed in Amazon Connect and even the IRS, sparking discussion around the future of payroll automation. Then comes the main rodeo: year-end tasks, W-2 rules, 10-form e-file thresholds, penalties ($60, $130, $330+, and up to millions for large filers), Social Security verification tools, and common W-2 mistakes. The hosts break down the OB3 Bill, tip & overtime deductions (up to $25K for tips; $12.5K single / $25K joint for OT), new guidance, and what employers should and should NOT do. They wrap up with retirement updates including 401(k) limit increases and Secure 2.0 catch-up provisions. A practical, funny, relatable year-end run-through for payroll folks everywhere.
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Payroll Cowboys: Wrangling W-2s, Taxes & Year-End Chaos
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