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Preparing for the Upcoming Tax Season: Simple Steps to Get Organized and Reduce Stress

Preparing for the Upcoming Tax Season: Simple Steps to Get Organized and Reduce Stress

January 15, 2026

As tax season approaches, taking time now to get organized can make the process far smoother—and help uncover planning opportunities that may positively impact your overall financial picture. For busy professionals and families, a proactive approach to tax preparation can reduce last-minute stress, improve accuracy, and support more strategic financial decisions.

Below are a few practical steps to help you prepare for the upcoming tax season with confidence.

1. Gather and Organize Key Tax Documents Early

One of the most effective ways to simplify tax season is to begin collecting your documents well before deadlines approach. Common items to organize include:

  • W-2s and 1099s (income, interest, dividends, retirement distributions)

  • Investment and brokerage statements

  • Mortgage interest and property tax statements

  • Records of charitable contributions

  • Business income and expense documentation (if applicable)

  • Prior-year tax returns for reference

Using a secure digital folder or client portal to store these documents can help ensure everything is easily accessible when it’s time to file.

2. Review Life Changes That May Impact Your Taxes

Major life events can significantly affect your tax situation. Before meeting with your tax professional, take note of any changes during the past year, such as:

  • A job change or new equity compensation

  • Marriage, divorce, or the loss of a spouse

  • The birth of a child or changes in dependents

  • Retirement or the start of Social Security benefits

  • A home purchase, sale, or relocation

  • Significant charitable gifts or inheritance

Flagging these changes early allows your advisory and tax teams to evaluate potential deductions, credits, or planning strategies.

3. Understand What Can Still Be Planned Before Filing

Tax planning doesn’t end on December 31. Depending on your situation, there may still be opportunities before filing, such as:

  • Making prior-year retirement contributions (e.g., IRA or SEP-IRA)

  • Evaluating Roth conversion strategies

  • Reviewing capital gains and losses

  • Confirming Qualified Charitable Distributions (QCDs), if applicable

  • Ensuring required minimum distributions (RMDs) were handled properly

Coordinating tax preparation with your broader financial plan can help ensure these decisions align with your long-term goals.

4. Coordinate With Your Advisory Team

Taxes don’t exist in a vacuum. Your investment strategy, retirement income planning, charitable giving, and estate planning all intersect with your tax return. Working with a financial planning team that collaborates with your CPA can help ensure nothing is overlooked—and that tax decisions support your overall wealth strategy.

5. Use a Checklist to Stay Organized

Having a clear checklist can make tax preparation far less overwhelming. A structured guide helps ensure documents are complete, deadlines are met, and key planning conversations happen at the right time.

Download our LWM 2026 Tax Planning Guide to help you organize your documents, identify planning opportunities, and prepare for meaningful conversations with your tax and financial professionals.

Preparing early for tax season can save time, reduce stress, and create opportunities for smarter planning decisions. A thoughtful, organized approach not only supports a smoother filing process—but also reinforces how taxes fit into your bigger financial picture.

If you have questions about how tax planning integrates with your overall wealth strategy, or would like help reviewing your situation before filing, we’re here to help.