🧾 1099 Tax Season is here – Learn more

The Challenges of 1099 Tax Season and How Gig Wage Can Help

November 3, 2023

Tax season can be a source of stress for businesses, especially when it involves managing 1099 forms for a pool of contractors and freelancers. 

Forget strategic moves. This is about ensuring tax compliance—a task that requires precision, attention to detail, and an inordinate amount of time. 

This article takes a closer look at the problem, explores the solutions adopted by others, and explains how the right approach can remove risk but also drive rewards. 

Let's jump in.

The problem with 1099 Tax Season

As a business, managing the 1099 tax process for your contractors can feel like navigating a maze without a map. 

Each tax season, you're not just dealing with your own end of year but also responsible for accurately reporting what you've paid your freelancers. 

It’s about getting the right forms to the right people at the right time and keeping track of payments and expenses along the way. 

One slip-up, and you could be facing stiff penalties or disgruntled contractors.

Here’s how others tackle it

Business leaders in your shoes are turning to a variety of solutions.

Some still rely on traditional accounting services, which can be reliable but often come with a high cost. 

Many are looking to technology to streamline the process. They know the key to efficiency is meticulous record-keeping and reporting, and they use tools that can handle large amounts of data with minimal error.

These leaders are focused on staying compliant without spending unnecessary time or resources on 1099 tax preparation. They understand that a system that works smoothly in the background is crucial to maintaining a healthy relationship with contractors and the IRS.

How you benefit if you solve it

The benefits are clear and quantifiable. Efficient 1099 tax software can reduce the hours spent significantly, which translates to cost savings and reduced risk of errors. 

Accurate 1099 tax reporting can also mean avoiding penalties, which can climb up to hundreds of dollars per mistake.

The expected threshold change for 1099-K forms is set to happen, unless congress steps in at the last minute. Under the 2021 American Rescue Plan Act, the threshold for triggering a 1099-K form was to be radically lowered to only $600 in payments from a single entity. It’s designed to match the 1099-NEC and 1099-MISC reporting thresholds.

This lowers the threshold for IRS filing from $20k (and 200 transactions) to $600. This has massive implications for you and your team. 

Why should you care?

Because, as you know, the financial and compliance risk would be astronomical:

W-9 collection penalties are real. These can range from between $50-$270.

  • For example: If you had 1000 uncollected W-9s, the exposure for your business could be $270K in penalties.

Even for the W-9s that are uncollected/uncollectible, the IRS requires you do backup withholding for taxes. Which is 30% of payments sent out to contractors. 

  • For example: If you’re moving $10M and 50% of your W-9s are uncollectible? That's $1,500,000 exposure.

Beyond the numbers, there's the benefit of peace of mind knowing that you're in full compliance and have everything under control.

Here’s where Gig Wage comes into play

It's more than just a 1099 tax tool; it's a solution tailored for businesses like yours that rely on gig workers. 

Gig Wage tracks and manages all your contractor payments, making it simple to issue 1099s when tax season arrives. 

It's designed to be intuitive, meaning you spend less time onboarding and more time running your business.

With Gig Wage, you're not just getting your 1099 tax forms in order; you’re also giving your contractors the transparency and reliability they appreciate. 

When they have questions about their 1099s, you’ll have the answers at your fingertips.

When the tax season concludes, you’ll look back not just with relief but with a sense of accomplishment.

Gig Wage turns the once daunting process of managing contractor payments and tax documents into a streamlined part of your operations.

No more last-minute scrambles or worries about whether you missed a form or a regulation change.

With Gig Wage, you’re set to handle it all efficiently, leaving you free to focus on growing your business and nurturing your team.

This is the power of the right tool for the job. As a business leader, you know the value of that. 

Gig Wage is here to make sure tax season is one less hurdle in your way to success.