The Real Cost of Filing 1099s Incorrectly: Penalties, Fees, and Fixes
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. […]
How Vendor Classification Errors Create Long-Term 1099 Tax Compliance Risk
Vendor classification errors usually show up as a rushed vendor setup, a missing tax form, or a payment coded “close enough.” But when you scale that across months, the tax compliance risk builds quietly. In the current era of 1099 electronic filing, systems are less forgiving, and mismatches surface more quickly. This article breaks down […]
How Incomplete Vendor Data Creates Downstream 1099 Compliance Risk
Most vendor data issues start quietly: an incomplete W-9, a missing TIN, or an address that never gets updated. The trouble appears months later, when inconsistent workflows across teams turn those gaps into real 1099 exposure. As more organizations rely on 1099 filing online, the room for manual fixes shrinks. This article walks through how […]
The Real Cost of Filing 1099s Incorrectly: Penalties, Fees, and Fixes
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. […]
How CPAs Can Streamline Client Workflows With Outsourced 1099 Processing
January always feels packed for CPA firms. Deadlines stack, clients rush in with last-minute questions, and information returns ramp up just as the year-end close begins. The timeline is tight on its own, but the volume makes things tougher. The IRS processed more than 72 million 1099-NEC forms in a recent filing year and over […]
How to File 1099 Forms Online: A Step-by-Step Guide for 2025
Filing a 1099 form used to be something you could handle with a stack of papers and a quiet afternoon. That era is gone. The 2025 tax season brings tighter IRS rules, especially the mandatory shift toward 1099 online filing, which now applies to almost every small business, once you add up all the information […]
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 […]
Why Automating 1099 Workflows Should Be Your Next Finance Upgrade
It starts the same way every year Someone pulls up last year’s spreadsheet. Another checks the IRS website “just to be sure nothing changed.” Emails are sent to vendors requesting W-9 forms. Some reply, most don’t. Days pass, tension builds, and by mid-January, the team is knee-deep in paperwork, trying to hit deadlines and avoid […]
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 […]
Is Your 1099 Process a Mess? 3 Ways to Simplify it Before January Hits
Every January, finance and operations managers face the same scene: stacks of forms, a printer running nonstop, and staff members stretched thin as they try to meet IRS deadlines. One late form or one wrong taxpayer ID can throw the whole process off. The scramble is frustrating and risky. The numbers show why it matters. […]