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 […]
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 […]
How to Manage 1099 Processing with an Easy Online Service
If you’re like most business owners, you probably dread the task of printing and mailing 1099 tax forms to contractors and freelancers. It can be a time-consuming and tedious process. However, now there’s an easy online solution that can alleviate the pain of 1099 filing. Outsourcing this task to a professional 1099 service provider, such as […]