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From Tax Return to Retirement Plan: How Your Tax Data can Drive Smarter Investment Decisions

Most people think of their tax return as a once-a-year obligation — a snapshot of what happened financially over the past 12 months. But for those of us who work at the intersection of tax and financial planning, a tax return is much more than that. It’s a roadmap. A diagnostic tool. And, when used correctly, a powerful gateway to smarter investment decisions.

As both a CPA and a CFP®, I see firsthand how tax data can unlock opportunities for better portfolio design, retirement planning, and long-term wealth building. If you’re a tax client who hasn’t yet explored investment advisory services, this article is for you.


Your Tax Return: A Treasure Trove of Planning Opportunities

Every line of your tax return tells a story — not just about what you earned and spent, but about how your financial life is structured. Here are just a few examples of what we can learn:

1. Income Sources

  • W-2 wages, 1099 income, rental income, dividends, and capital gains all have different tax treatments.

  • Understanding the mix helps us design portfolios that minimize tax drag and optimize after-tax returns.

2. Retirement Contributions

  • Are you maxing out your 401(k), IRA, or SEP?

  • Are you eligible for catch-up contributions or a Roth conversion strategy?

  • Your tax return shows us where you’re taking advantage — and where you’re leaving money on the table.

3. Capital Gains and Losses

  • We can identify opportunities for tax-loss harvesting, gain deferral, or asset location strategies.

  • If you sold appreciated assets, we can explore ways to offset gains or reposition your portfolio more tax-efficiently.

4. Itemized Deductions

  • Charitable giving, mortgage interest, and medical expenses can all be leveraged in broader planning.

  • For example, if you’re charitably inclined, we might explore donor-advised funds or qualified charitable distributions (QCDs) from IRAs.

5. Tax Brackets and Phaseouts

  • Your marginal tax rate affects everything from Roth conversions to capital gains timing.

  • We use this data to guide withdrawal sequencing, income smoothing, and bracket management.


Turning Tax Data Into Investment Strategy

Once we understand your tax profile, we can begin crafting an investment strategy that works with your tax situation — not against it.

1. Asset Location

  • Tax-efficient investments (like index funds or municipal bonds) belong in taxable accounts.

  • Income-generating assets (like REITs or high-yield bonds) are better suited for IRAs or Roths.

  • Proper asset location can improve after-tax returns without changing your overall risk level.

2. Withdrawal Sequencing

  • In retirement, the order in which you draw from accounts matters.

  • We use tax data to determine whether to pull from taxable accounts, IRAs, or Roths — and when.

  • This can reduce taxes over time and preserve portfolio longevity.

3. Roth Conversion Planning

  • If your income is temporarily low — due to retirement, a sabbatical, or business transition — it may be a great time to convert traditional IRA assets to Roth.

  • Your tax return helps us model the impact and identify the optimal conversion amount.

4. Capital Gains Management

  • Selling appreciated assets without a plan can trigger unnecessary taxes.

  • We use your tax return to coordinate sales with bracket thresholds, Medicare surcharges, and other key factors.


Real-Life Examples (Anonymized)

Case 1: The Charitable Retiree

A retired client with large required minimum distributions (RMDs) and a strong charitable intent was paying more in taxes than necessary. By reviewing their tax return, we identified that they could use Qualified Charitable Distributions (QCDs) to donate directly from their IRA — reducing taxable income and satisfying RMDs simultaneously.

Case 2: The Business Owner in Transition

A client sold their business and had a year of unusually low income. Their tax return revealed a unique opportunity: we executed a large Roth conversion at a low tax cost, repositioning their retirement assets for future tax-free growth.

Case 3: The High-Income Professional

A physician earning over $500,000 annually had significant taxable investment income. By analyzing their tax return, we shifted income-producing assets into tax-deferred accounts and introduced municipal bonds to reduce their tax liability — without sacrificing yield.


Why Your CPA Should Also Be Your Investment Advisor

Most investment advisors don’t see your tax return — and most CPAs don’t manage your investments. That disconnect can lead to missed opportunities, conflicting advice, and inefficient outcomes.

When your CPA and investment advisor are the same person (or work closely together), you benefit from:

  • Seamless coordination between tax and investment decisions.

  • Proactive planning — not just reactive tax prep.

  • Fewer surprises at tax time.

  • Integrated strategies that align with your goals, risk tolerance, and tax situation.

This is the core philosophy behind our two firms. We don’t just prepare your taxes — we help you use that data to build a smarter financial future.


Year-End Tax Planning: The CPA Advantage

As we approach year-end, now is the time to take action that could significantly reduce your 2025 tax bill. Here’s how we help our clients make the most of the final months of the year:

1. Income Timing

  • Accelerate or defer income depending on your bracket and expected changes.

  • Business owners can adjust invoicing, bonuses, or distributions.

2. Deduction Optimization

  • Bunch charitable contributions to exceed the standard deduction.

  • Prepay property taxes or medical expenses if itemizing.

3. Retirement Contributions

  • Maximize 401(k), IRA, SEP, or Solo 401(k) contributions.

  • Consider Roth conversions while managing bracket thresholds.

4. Capital Gains Planning

  • Harvest losses to offset gains.

  • Rebalance portfolios with tax efficiency in mind.

5. Business Planning

  • Purchase equipment or vehicles before year-end to capture depreciation.

  • Review entity structure for tax optimization.

Year-end planning is where tax and investment strategy truly intersect. If you’re already a tax client, we have the data — and the expertise — to help you take action before December 31st.


Let’s Turn Your Tax Return Into a Financial Plan

If we’ve prepared your tax return, we already have the foundation for a smarter investment strategy. Let’s take the next step.

Whether you’re approaching retirement, managing a business, or simply looking to grow your wealth more efficiently, we can help you align your investments with your tax profile — and your life goals.

Ready to go beyond tax prep? Let’s schedule a portfolio review and build a strategy that works for both your taxes and your future.

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