The Real Cost of Filing 1099s Incorrectly: Penalties, Fees, and Fixes

1099 filing, 1099 penalties, information return penalties, 1099 compliance, backup withholding, CP2100 notice, contractor payments, tax reporting errors, outsourced 1099 processing, IRS electronic filing

Most teams think of 1099s as quick year-end paperwork, right up until a small mistake turns into penalty letters and surprise administrative cleanup. The IRS tightened its rules in recent years, including the shift to mandatory electronic filing once a business hits ten information returns. Even tiny inaccuracies travel far once they enter that system. […]

Understanding the IRS Threshold Changes for 1099-NEC and 1099-MISC

The IRS rolled out new rules in 2025 that have changed how small businesses handle 1099 filing. The shift isn’t about how much you pay, but how many forms you send. It’s part of a larger push toward digital compliance. The agency now requires businesses that file 10 or more information returns to submit everything […]

How to Simplify 1099 Preparation Before Tax Season

January is crunch time for finance teams. You’re closing the books, cleaning up accounts, and suddenly, it’s time to tackle tax forms. For companies that work with freelancers, vendors, or contractors, 1099 preparation often feels like a last-minute fire drill. However, the process is much simpler when it starts early and includes the right tools […]

Overnight Business Checks: Industries That Rely on Next-Day Printing

Some payments have no room for delay. A settlement needs to be cut, a subcontractor wants to keep crews on site, or payroll missed a run. In those moments, overnight business checks become the fallback. They let you print today, ship out immediately, and have funds in someone’s hands tomorrow, complete with tracking and a […]

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