Your January Tax Filing Checklist: Getting Ready for Tax Filing Season

Ilir Nina CPA, EA,MSAT

January marks the beginning of tax season—a time when individuals and businesses need to gather their financial information and prepare to meet the IRS’s filing deadlines. Whether you’re filing on your own or working with a tax professional, starting early and staying organized can make the process much smoother. This comprehensive checklist will help you get ready for tax filing season and avoid last-minute stress.

1. Gather Essential Tax Documents

Having the right documents is the foundation of a smooth tax filing experience. Here’s a list of common items you’ll need:

For Individuals:

  • Personal Information:
    • Social Security numbers (SSNs) or Individual Taxpayer Identification Numbers (ITINs) for yourself, your spouse, and dependents.
  • Income Documents:
    • W-2 forms from employers.
    • 1099 forms for other income (e.g., freelance work, investment income, or unemployment benefits).
    • Social Security income statements (SSA-1099).
    • Alimony received (pre-2019 agreements).
  • Deductions and Credits:
    • Mortgage interest statements (Form 1098).
    • Medical expense receipts and statements.
    • Property tax receipts.
    • Childcare expenses (including provider’s EIN or SSN).
    • College tuition statements (Form 1098-T) and student loan interest statements (Form 1098-E).

For Businesses and Self-Employed Individuals:

  • Income Records:
    • 1099-NEC or 1099-K for income earned.
    • Business bank statements.
  • Expense Documentation:
    • Receipts for business expenses (e.g., supplies, travel, and meals).
    • Home office expense records.
    • Vehicle mileage logs and related expenses.
  • Payroll Information:
    • W-2s and 1099s issued to employees or contractors.

Pro Tip: Create a dedicated folder or digital file for each tax year to keep all your documents in one place.

2. Reconcile Your Income and Expenses

Ensuring that your income and expenses match your records is crucial to avoid discrepancies that could trigger an audit.

Steps to Reconcile Your Finances:

  1. Compare W-2 and 1099 Forms to Your Records:
    • Ensure that the income reported by employers and clients matches your records.
    • Reach out to employers or clients if there are discrepancies.
  2. Organize Your Receipts:
    • Separate receipts by category (e.g., medical, charitable donations, business expenses).
    • Consider using apps or software to digitize and categorize receipts.
  3. Cross-Check Bank and Credit Card Statements:
    • Highlight transactions related to deductible expenses.
    • Identify any missing or unclear entries that need clarification.
  4. Review Investment and Retirement Accounts:
    • Confirm dividend and interest income.
    • Review contributions to IRAs, 401(k)s, and other retirement accounts for tax benefits.

Pro Tip: Use accounting software to automate income and expense tracking, making reconciliation faster and more accurate.

Determine Your Filing Status

Your filing status determines your tax rate and eligibility for deductions. Common statuses include:

  • Single
  • Married Filing Jointly
  • Married Filing Separately
  • Head of Household

Ensure you select the correct status, as it can significantly impact your tax liability.

5. Plan for Deductions and Credits

Maximizing deductions and credits can significantly reduce your tax liability.

Common Deductions:

  • Medical and dental expenses exceeding 7.5% of your adjusted gross income (AGI).
  • Mortgage interest and property taxes.
  • State and local taxes (up to $10,000).
  • Charitable contributions.

Popular Tax Credits:

  • Child and Dependent Care Credit.
  • Education Credits (e.g., American Opportunity Credit, Lifetime Learning Credit).
  • Energy-Efficient Home Improvement Credit.

Pro Tip: Use the IRS Interactive Tax Assistant tool to check eligibility for specific credits and deductions.

6. Decide How to File

Consider your options:

  • DIY with Tax Software:
    • Ideal for simple returns.
    • Popular options include TurboTax, H&R Block, and TaxAct.
  • Hire a Tax Professional:
    • Best for complex returns or those requiring expert advice.
    • Make sure to choose a CPA or Enrolled Agent with a good reputation.

Pro Tip: File electronically for faster refunds and fewer errors.

7. Plan for Payments or Refunds

If You Owe Taxes:

  • Check your payment options, including:
    • Direct debit.
    • Credit card payments (beware of processing fees).
    • Setting up an IRS installment agreement.

If You Expect a Refund:

  • Use the IRS “Where’s My Refund” tool to track your refund status.
  • Direct deposit ensures faster payment.

Pro Tip: Adjust your withholding if you consistently owe or receive large refunds to better align with your financial goals.

8. Avoid Last-Minute Stress

Start Early:

  • The earlier you begin, the more time you have to resolve issues (e.g., missing documents or clarification of tax rules).

Double-Check Your Work:

  • Verify Social Security numbers, income amounts, and deductions.
  • Review all forms for completeness and accuracy.

Keep Copies of Your Return:

  • Retain digital or physical copies of your tax return and supporting documents for at least three years.

Pro Tip: Create a calendar reminder for filing deadlines to avoid late penalties.

Conclusion

January is the perfect time to take control of your tax filing process. By gathering documents, reconciling your income and expenses, and planning ahead, you can reduce stress and ensure accuracy. Whether you’re filing on your own or with a tax professional, this checklist will set you up for a successful tax season. Start early, stay organized, and make the most of the opportunities available to minimize your tax liability.

 

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Ilir Nina CPA, EA, MSAT

The Owner Ilir Nina is an experienced CPA and Enrolled Agent. He also obtained a Master’s of science of accountancy and taxation at Boise State in 2009. He has two undergraduate degrees (accountancy & information systems). He has prepared taxes in Boise area for over 15 years and also has many years in tax resolution.

Over the years he has prepared tons of Individual, business and nonprofit returns. He also has represented many clients successfully in front of the IRS. Has filed many successful offers in compromise and helped clients by settling IRS liabilities for less (literally pennies on the dollar). Ilir is honest and he will tell you the truth. He will fight for you hard and solve all your tax wows. He is a trusted Idaho CPA. We encourage you to call and talk to us and let’s see what Ilir can do for you.

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