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Paying 1099s/Independent Contractors: What This Means for Your Business in 2025 

Independent Contractors: 1099s and Your Business in 2025

Written by Stephanie Fortune

Hi, My name is Stephanie! I am passionate about helping small and medium-sized businesses empower themselves and their employees while working to achieve their strategic goals! By reviewing your unique business needs, we implement Payroll, Insurance, and HR solutions that are right for you!

February 25, 2025

Are you equipped for the changes in how your business will work with independent contractors in 2025? As more companies turn to 1099 workers for their flexibility and cost-effectiveness, the freelance and gig economy is evolving. However, this shift brings a variety of new tax, legal, and compliance challenges

 

In this blog, we will explore what paying 1099 workers entails, the changes you can expect in 2025, and how to keep your business up-to-date and ensure compliance while benefiting from hiring independent contractors. 

Understanding 1099-NEC Forms 

For businesses that hire independent contractors, Form 1099-NEC (Non-Employee Compensation) is the primary document used to report earnings. If you pay a contractor $600 or more in a calendar year, you are required to issue a 1099-NEC to both the contractor and the IRS. This form details the total compensation paid to the contractor, helping to ensure proper tax reporting. 

While the core requirement of issuing the 1099-NEC remains the same in 2025, several changes over the past few years, especially those stemming from the Tax Cuts and Jobs Act (TCJA) under the Trump administration and the ongoing shifts in labor policy, may affect how businesses approach independent contractors. 

style=”color: #003aa9;”>Best Practices for Seamless 1099 Compliance 

To ensure smooth and accurate 1099 compliance, businesses can adopt the following best practices: 

Create a Vendor Payout List 

To ensure smooth 1099 reporting, establish a reliable internal system to track vendors and contractors who need to be issued 1099 forms. This system should ideally sync with your accounting software to automatically gather and organize the necessary data, simplifying the process at year-end. 

Leverage Electronic Filing 

Whenever possible, opt for electronic filing of your 1099 forms. E-filing helps minimize errors, accelerates the submission process, and grants an extended deadline (typically March 31st) for most 1099 forms. This method ensures efficiency and greater accuracy compared to paper filing. 

Conduct Periodic Reviews 

It’s essential to review your vendor and contractor records regularly, ideally each quarter. This helps you stay on top of any new additions that will require 1099 filings. By doing so, you can avoid last-minute rushes and minimize the risk of errors when reporting at the end of the year. 

Stay Informed About Legislative Changes

 

Stay vigilant about any IRS updates or legislative changes that may impact the 1099 reporting process. For example, new laws or adjustments to reporting thresholds (like the 1099-K limit) can have a significant effect on your filing requirements. Often, such changes emerge at the end of the year, so it is crucial to remain aware and act proactively to avoid any unexpected complications. 

Factors to Consider When Paying Contractors 

When choosing the best payment method for independent contractors, it’s important to weigh several key factors to ensure efficiency, cost-effectiveness, and compliance. Here are some aspects to consider before making your decision: 

Payment Processing Time

 

Payment processing delays can occur with methods like checks, ACH transfers, and PayPal payments. While these might not be an issue with established contractors, they can be a concern when dealing with new contractors or one-off projects where timely payments are crucial. 

Transaction Fees 

For businesses that work with multiple contract workers, it’s essential to account for the transaction fees associated with various payment methods. Though credit card payments or PayPal transfers may seem affordable initially, they can add up over time. Choosing low-fee options for regular payments to freelancers can help manage costs. 

Ease of Use and Accessibility 

Opting for an easy-to-use payment method like ACH transfers or bank deposits simplifies the payment process. These options also make it easier for contractors to access their funds, which can positively impact your working relationship with them. 

Record Keeping and Documentation 

Maintaining accurate records of all payments made to freelancers is vital for tax purposes and overall financial management. Choose a payment method that integrates well with accounting software to ensure you can keep organized documentation of each transaction. 

Tax Implications and Compliance 

When paying freelancers, it’s essential to choose a payment method that helps you keep track of tax obligations. Accounting software that automatically generates tax forms and data ensures that you stay compliant with tax laws, saving you time and effort during tax season. 

Conclusion  

To keep your business compliant and steer clear of penalties, it’s crucial to stay updated on regulatory changes and set up systems that make payment processing easier. If you require assistance with your 1099 reporting or selecting the best payment methods for your contractors, feel free to contact us. By being proactive, you can maximize the advantages of hiring independent contractors while ensuring your business remains on course. For more information, you can browse through our blog section

Reference Links 

https://asanify.com/blog/human-resources/1099-employee/#:~:text=Benefits%20and%20Protections%20Independent%20contractors%20do%20not,or%20workers’%20compensation%20through%20the%20hiring%20company

https://www.dol.gov/agencies/whd/flsa 

https://worksuite.com/resources/insights/worker-classification#:~:text=Control:%20Employees%20work%20under%20direct,financial%20aspects%2C%20and%20behavioral%20factors

https://blog.mypocketcfo.com/1099-compliance-in-2025-what-you-need-to-know  

https://www.freshbooks.com/hub/payroll/how-to-pay-contractors?srsltid=AfmBOoply1mNngPW2GfGTHQWVxcnozVabqdPDSuFYDilT3nnp1vdB0xX 

https://quickbooks.intuit.com/r/taxes/small-business-guide-to-1099-form/ 

https://blog.mypocketcfo.com/1099-compliance-in-2025-what-you-need-to-know 

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