Year-End Bookkeeping Checklist for Small Businesses: Close 2025 with Confidence

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As the calendar turns toward year-end, small businesses face a critical financial moment. Beyond reconciling numbers, year-end bookkeeping is an opportunity to gain clarity, ensure compliance, and position your business for strategic growth in 2026. At DWG CPA, we view this process not merely as a technical task—but as a decisive step in responsible financial leadership. 

This comprehensive checklist is designed to help business owners, founders, and nonprofit leaders finalize their books and prepare for a strong financial start to the new year. 

1. Finalize Reconciliations for All Financial Accounts

Reconciliation is the foundation of clean books. It ensures your internal records match your actual bank and credit card statements. Before December closes: 

  • Reconcile all checking, savings, credit card, and loan accounts
  • Review platforms like PayPal, Stripe, or Square
  • Investigate discrepancies and document adjustments 

Errors caught now will save time and reduce audit risks later. Inaccurate reconciliations are one of the leading causes of year-end reporting delays and tax misstatements. 

2. Review and Reclassify Expenses by Category

Accurate expense classification is essential for financial analysis and tax planning. Before filing season: 

  • Audit general ledger accounts for miscategorized transactions
  • Separate operational expenses from capital expenditures
  • Remove or reclassify any personal charges
  • Flag redundant or unused tools and subscriptions 

Proper expense classification also protects you from IRS scrutiny and helps maximize deductions. If you’re unclear about the difference between bookkeeping and broader accounting responsibilities, our blog Bookkeeping vs. Accounting: What’s the Difference and Which Do You Need? offers helpful guidance. 

3. Collect and Verify All W-9s

Businesses that have paid $600 or more to a contractor, consultant, or vendor in 2025 must issue a 1099-NEC by January 31, 2026. To avoid penalties: 

  • Confirm that you have a completed IRS Form W-9 for each contractor
  • Verify Taxpayer Identification Numbers (TINs), addresses, and business status
  • Cross-reference payments to ensure thresholds are met 

Missing W-9s in January can cause reporting delays and filing errors. You can read more in our guide: 1099 Filing for 2025: What Every Small Business Should Know. 

4. Validate Year-End Payroll Records

Payroll accuracy is crucial for both compliance and employee trust. Before year-end: 

  • Reconcile total compensation with W-2 data
  • Confirm bonus payouts and payroll tax withholdings
  • Ensure health insurance, 401(k), and fringe benefits are properly recorded 
  • Schedule final 2025 payroll and review any deferred compensation entries 

Working with a CPA or payroll provider helps ensure smooth W-2 and 940/941 filing in January. The IRS has strict deadlines and late penalties for incorrect or missing payroll documents. 

5. Clean Up Your Accounts Receivable (A/R)

Outstanding invoices can strain cash flow and distort your year-end financial picture. Now is the time to: 

  • Run an aged receivables report
  • Follow up on past-due accounts
  • Send final reminders before year-end
  • Write off uncollectible balances if applicable 

A strong A/R position improves your working capital and financial ratios heading into Q1. 

6. Analyze Key Financial Statements

This is not just about closing the books—it’s about understanding your performance. Carefully review: 

  • Profit & Loss Statement: Compare YTD actuals to budget
  • Balance Sheet: Assess assets, liabilities, and retained earnings
  • Cash Flow Statement: Evaluate operating cash flow and investment activities 

Ask your CPA or financial advisor to help you identify areas for improvement and flag trends that may shape your 2026 strategy. 

7. Prepare for 1099 Issuance

Even if you’ve collected W-9s, further steps are needed to issue accurate 1099 forms by the January 31 deadline: 

  • Verify total payments to each contractor or vendor
  • Exclude payments made by credit card (these are reported by payment processors via 1099-K)
  • Review vendor classification (individuals, LLCs, S-corps) 

Late or inaccurate 1099 filings can result in penalties from the IRS. IRS Publication 1220 outlines the latest e-filing guidance and formats. 

8. Schedule Your CPA Strategy Session Before December 31

If your accountant is only filing your taxes in March or April, you’re missing critical tax-saving opportunities now. Before year-end, your CPA should help you: 

  • Identify year-end deductions to accelerate
  • Determine if income should be deferred to 2026
  • Leverage Section 179 or bonus depreciation
  • Optimize estimated payments to avoid penalties 

Our clients who plan now enjoy smoother filing seasons and fewer financial surprises. 

For a deeper look at how an outsourced CPA team can guide you during this phase, explore: First 90 Days with an Outsourced Bookkeeping Team 

Closing the Year with Clarity, Not Chaos

Year-end bookkeeping is not just about compliance—it’s about control. A clean, reconciled set of books helps you avoid tax-season stress, make informed decisions, and set accurate financial goals for the year ahead. 

At DWG CPA, we go beyond the numbers. From cleanup bookkeeping to 1099 filings and strategic tax planning, our team supports growing businesses and nonprofit leaders across Texas and beyond. 

If you’re behind, we can help you catch up. If you’re on track, we’ll help you finish strong. 

Let’s Close 2025 with Confidence 

Book your year-end financial review today at dwg.cpa and start 2026 on a firm financial foundation.