Michelle Browne - 09/23/25
For many business owners, managing compliance tasks can feel overwhelming—especially when it comes to tax reporting. One area that consistently causes confusion is the 1099 form. Whether you work with contractors, vendors, or freelancers, issuing 1099s correctly is a critical part of staying compliant with IRS requirements.
In this post, we’ll break down what 1099s are, how to issue 1099s for contractors, and how Browne Bookkeeping Services, Inc. can fully manage the process for you through our 1099 filing services for small businesses. If you think it's too early to be thinking about tax forms and 1099s, it's not, we continually work on collecting W9 information from business vendors throughout the year, we prep and plan, to make sure come 1099 season, we're ready to go to support your business well.
A 1099 is an IRS information return used to report various types of income outside of traditional employee wages (which are reported on a W-2). For business owners, the most common type is Form 1099-NEC (Nonemployee Compensation), which is used to report payments made to independent contractors or service providers.
In short:
W-2s are for employees.
1099-NECs are for contractors.
As a business owner, you may be required to issue a 1099 if:
You paid $600 or more during the year to an independent contractor, consultant, or service provider.
Payments were made via cash, check, or bank transfer (not always required for credit card or third-party platform payments, as those are reported by processors on 1099-Ks).
The payee is not a corporation (with some exceptions, such as attorney fees).
Some examples of 1099 recipients include:
Freelance graphic designers
Marketing consultants
IT professionals
Accountants or bookkeepers (not on payroll)
Independent tradespeople
If you’ve ever wondered how to issue 1099s for contractors, the first step is determining which vendors meet these requirements.
While 1099-NEC is the most common, small and medium businesses should also be aware of other variations:
1099-MISC – For rent, prizes, awards, or other types of miscellaneous income.
1099-INT – For interest paid, often to lenders or financial institutions.
1099-K – For third-party payment processors (e.g., PayPal, Stripe, Square).
Knowing which type applies to your vendors is a key part of 1099 compliance for small businesses.
The IRS imposes strict deadlines for 1099s:
January 31st – Forms must be sent to contractors and filed with the IRS.
February 28th (if filing on paper) or March 31st (if filing electronically) – Additional filing deadlines for some types of 1099s.
Missing these deadlines can result in penalties that grow quickly depending on how late the filings are.
To avoid year-end stress, adopt these bookkeeping habits:
Collect W-9s upfront – Always try to request a W-9 form before paying a contractor. We know this isn't always an easy task, so at Browne Bookkeeping Services we help you stay on top of W-9 requests monthly as part of our monthly close process.
Track payments throughout the year – Use bookkeeping software like QuickBooks Online to categorize and monitor vendor payments.
Review vendor status regularly – Don’t assume someone is exempt; verify whether they should receive a 1099.
File electronically – Filing online reduces errors and helps meet deadlines faster.
Work with a professional – Partnering with a bookkeeping service ensures compliance and avoids costly mistakes.
For many owners, the easiest solution is outsourcing 1099s to professionals who specialize in 1099 filing services for small businesses.
At Browne Bookkeeping Services, Inc., we guide business owners step by step through the 1099 process—and for many clients, we take on the entire task so they don’t have to worry about it at all.
Here’s how we support our clients:
Vendor setup and W-9 collection – We make sure you have the right information before payments go out.
Ongoing payment tracking – Our bookkeeping systems categorize and record payments accurately throughout the year.
1099 preparation and filing – We handle the forms, meet IRS deadlines, and ensure everything is filed correctly.
Peace of mind – You stay compliant without the stress of last-minute paperwork or penalties.
Instead of spending January scrambling, our clients rely on us for complete 1099 filing services that ensure accuracy and compliance every time.
Beyond avoiding penalties, issuing 1099s correctly strengthens your relationship with contractors and builds credibility for your business. It shows professionalism, protects you during IRS audits, and keeps your financial records accurate.
With Browne Bookkeeping Services, Inc. as your partner, you can be confident that your 1099s are managed end-to-end—so you can focus on running and growing your business, not stressing over tax forms.
✅ Key Takeaway: If you pay contractors, you likely need to issue 1099s. By planning ahead, collecting W-9s, and working with Browne Bookkeeping Services, Inc., you can hand off the entire process and ensure your filings are complete, correct, and on time.
📞 Ready to simplify your 1099 process? Schedule a consultation with Browne Bookkeeping Services, Inc. today and let us handle the details—so you can stay compliant, save time, and get back to growing your business.