Proactive Tax Planning: How to Owe Less Next Year
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Tax Strategy7 min readAugust 22, 2026

Proactive Tax Planning: How to Owe Less Next Year

Khris Bryan
Khris Bryan

Managing Partner at Anchor Financial Group

Reviewed · July 30, 2026

Proactive tax planning looks forward to legally reduce what you owe next year. Compliance (what most CPAs do at filing time) looks backward at what you already owe. That gap is where many successful business owners quietly overpay. If no one is planning ahead, you may be writing larger checks than the law actually requires.

What is the difference between tax compliance and tax strategy?

Most high earners have a CPA. That CPA does excellent, necessary work: gathering documents, applying the rules, and filing an accurate return. But filing is reporting history. It tells you what happened. It does not change what happened.

Proactive tax planning is a different job. It asks: given what is coming next year (income, a possible business sale, retirement, a large deduction), what legal moves are available now to reduce the bill before the year ends?

Compliance answers "what do I owe?" Strategy answers "what can I legally do, before December 31, so I owe less?"
Tax compliance
Preparing and filing accurate tax returns based on income and events that already happened. This is what your CPA does at filing time.
Proactive tax planning
Looking forward during the tax year to find legal, defensible moves designed to reduce future tax liability. Results depend on individual circumstances and current law.

Why these two roles often don't overlap

Many business owners assume their CPA is doing both jobs. Often, the CPA is engaged once a year, at filing. There is no forward-looking conversation. The owner gets a number in April and writes a check, with no warning and no plan. That is the proactive tax planning void: the strategy seat is simply empty.

Why is waiting until April too late?

By April, the tax year you are filing for is already closed. Most strategies that could have reduced that bill had to happen inside the year, before December 31. Once the calendar turns, the window for that year is mostly shut.

This is the core reason proactive tax planning matters. It is not about finding magic at filing time. It is about deciding, while you still can, how to structure income, deductions, and contributions for the year you are living in.

QuestionTax compliance (your CPA at filing)Proactive tax strategy (planning ahead)
What it asksWhat do I owe for last year?What can I legally do to reduce next year?
When it happensAt filing, after the year endsDuring the tax year, before it closes
DirectionBackward: reports historyForward: shapes the outcome
Typical cadenceOnce a yearOngoing, reviewed against life events
Main goalAn accurate, on-time returnReducing avoidable tax drag
Who does itThe CPA who filesA planner coordinating with that CPA

Where does proactive tax planning actually live?

Strategy is not one trick. It is a set of categories that get reviewed each year and adjusted as your situation and the law change. Here are the main areas where planning tends to live for business owners and high earners.

Entity structure

How your business is organized affects how income is taxed. The right structure for a $1M business may not be the right structure at $5M. A forward-looking review asks whether your current entity still fits, or whether a different structure could reduce unnecessary exposure. This is a planning conversation, not a filing one.

Timing of income and deductions

When you recognize income and when you take deductions can matter as much as the totals. Accelerating a deduction into this year, or shifting income across a year boundary, may change the bill. These moves are time-sensitive. They have to be decided before the year closes.

Tax-advantaged accounts

Retirement and other tax-advantaged accounts are core planning tools. The general idea is to use the contribution room the rules allow, in a way that fits your full picture. We won't quote dollar limits here. Those are set by the IRS for the current tax year and change over time, so confirm them against the IRS or your CPA.

Charitable strategies

If giving is already part of your life, there are structured ways to give that may also reduce taxable income. The point is to plan the giving intentionally rather than leaving it on the table, coordinated with how the rest of your year looks.

Coordinating retirement-account distributions

How and when you pull money from pre-tax retirement accounts can create a tax spike if it is not planned. Anchor's Break Your 401k concept is about using forward-looking, compliant planning techniques to reduce the tax burden on IRA and 401(k) distributions over time. Tax reduction depends on your individual circumstances and current law. There is no one-size answer.

The largest drag on a high earner's wealth is often not the market. It is an unplanned tax bill that proactive planning could have addressed earlier.

How does a planner work with your CPA, not against them?

This is the part that matters most for a skeptical business owner. Proactive tax planning is not a reason to fire your CPA. Your CPA files your return. That role stays exactly where it is.

Anchor functions as the coordinating layer. We build the forward-looking strategy and then bring it to your CPA, who executes the filing. We strategize; your CPA files. The two roles are designed to work together so your tax strategy and your return tell the same story.

Anchor operates as a fiduciary under the Investment Advisers Act, a duty that applies across the whole advisory relationship. In plain terms, the planning relationship is legally obligated to act in your best interest. We provide strategy and coordination. We do not provide legal advice or tax filing services, so you keep your own CPA and attorney for execution.

What "coordinated" looks like in practice

A coordinated approach usually starts by pulling your last two to three years of returns to see where the gaps are. From there, it projects a few years forward: where does the bill compound, where does a sale or distribution create a spike? Then strategy moves are designed and implemented with your CPA, and reviewed each year as the law and your life change.

Frequently asked questions

Isn't my CPA already doing tax planning?

Some do, but many CPAs are engaged mainly at filing time. Filing is compliance: reporting what already happened. Proactive tax planning is a separate, forward-looking job. If your only tax conversation happens in April, the strategy seat may be empty.

Do I have to leave my CPA to do this?

No. Anchor strategizes; your CPA files. The planning relationship coordinates with your existing CPA and attorney. We provide strategy and coordination, not tax filing or legal advice.

When should proactive tax planning happen?

During the tax year, before December 31, and ideally on an ongoing basis. Most strategies must be implemented before the year closes, which is why waiting until filing season is too late for that year.

Can planning guarantee I'll save money?

No. No one can promise a specific tax outcome. Strategies are designed to reduce unnecessary tax drag, but results depend on your individual circumstances and current law. We use reduction-focused, defensible approaches built for compliance with current IRS rules.

What is "Break Your 401k"?

It is Anchor's named concept for using forward-looking, compliant planning techniques designed to reduce the tax burden on IRA and 401(k) distributions over time. Whether and how much it helps depends on your individual circumstances and current law.

I'm planning to sell my business. Does timing matter?

Yes. A liquidity event can create a large, concentrated tax bill. Proactive planning two to five years ahead may open more options to reduce that exposure than waiting until the sale closes. Coordinate the strategy with your CPA and attorney.

Sources

  1. IRS: Business Structures. Supports how entity structure affects how business income is taxed.
  2. IRS: Retirement Plans. Supports the role of tax-advantaged retirement accounts and that limits are set by the IRS for the current tax year.
  3. IRS: Charitable Contribution Deductions. Supports the discussion of charitable strategies and deductions.
  4. IRS: Required Minimum Distributions (RMDs). Supports coordinating retirement-account distributions to manage tax impact.

This article is for educational purposes only and does not constitute financial, tax, or legal advice. Anchor Financial Group is a registered investment adviser; investing involves risk, including the possible loss of principal, and past performance does not guarantee future results. Consult a qualified advisor about your specific situation.