1099 Reporting Confidence During the Holiday Season

Building Team Readiness and Leadership for Year-End 1099 Success

For finance managers, December is always a busy time. Alongside the normal year-end close, there’s a key compliance task that can’t be ignored: 1099 reporting. Accuracy, timing, and clean data are essential to avoid costly corrections or late filings. While this year brings updates to IRS rules and the IRIS platform, the real challenge for finance managers is guiding your team, maintaining strong processes, and ensuring the work gets done efficiently.

This month, with the support of our sponsor Avalara, our focus is on helping finance teams finish 2025 with confidence. We’ve got you covered for the latest rule changes in our upcoming resources (read on for details). Here we want to focus on you and your team, leadership, process alignment, and readiness to close the year with confidence.

What Year-End 1099 Reporting Confidence Looks Like

Confidence isn’t just about knowing the IRS rules. It’s about visibility, control, and collaboration. For finance managers, leading a successful 1099 filing season means:

Predictability: Knowing what’s complete, what’s pending, and where potential errors could arise.
Control: Ensuring data integrity, clear ownership, and proper documentation.
Collaboration: Aligning AP, procurement, tax, IT, and other teams to reduce surprises.
Capacity: Managing workloads so your team has time to review, adjust, and correct without being overwhelmed.

These elements help your team stay focused and organized during one of the busiest months of the year.

Leading Your Team Through Year-End

Your team is your biggest asset in year-end reporting. As a finance manager, your role is to provide structure, guidance, and support, ensuring everyone knows their responsibilities and has the resources they need.

Clear Communication: Set expectations for deadlines, approvals, and escalation paths well before the filing window opens.
Support and Training: Make sure your team understands not only what to do, but how to do it efficiently.
- Our live training on December 18th 1099 Reporting Updates for 2025 equips finance teams with practical, step-by-step guidance.
- Our best practice webinar on December 16th Closing 2025 Right: 1099 Reporting Action Plan offers clear actionable steps to a stress-free year end.
Access to Resources: Provide internal guidance and reference materials.
- For details on the updates for this tax year, teams can also refer to our professional guide 1099 Reporting Updates for Tax Year 2025.
Cross-Functional Alignment: Make sure AP, procurement, HR/payroll, and IT understand their roles and timelines. You can reduce errors with improved coordination.

When your team is well-supported and clear on priorities, you spend less time putting out fires and more time leading a smooth, confident year-end process.

Turning Year-End Into an Opportunity

Year-end reporting doesn’t have to be purely reactive. Strong finance managers use this period to identify gaps and opportunities for improvement in workflows, approvals, and data management. By observing recurring bottlenecks or common issues, you can create efficiencies that carry over into 2026 while keeping compliance risk low.

Closing the Year With Confidence

The holiday season is hectic enough without the stress of last-minute 1099 filings. By focusing on leadership, communication, and team readiness, you can close 2025 with complete 1099 reporting confidence and enjoy the holidays knowing your team is set up for a smooth start to the new year.

Remember, our resources are here to help: