Financial Planning

How Thoughtful Tax Planning Could Help You Keep More of What You Earn

I recently attended a tax planning conference for financial advisors, and one statement from a presenter made me laugh out loud: “Tip your server, not the Internal Revenue Service!”

It’s a simple idea but one that everyone could get behind. We all know that we need to pay our fair share of taxes, but people usually don’t want to give the government more than necessary. Here are a few key concepts reinforced at the conference, ideas that could help you keep more of what you’ve earned by making thoughtful tax decisions.

1. Know How Different Accounts Are Taxed

As clients near retirement, one of their biggest concerns is how their income will replace the paychecks they’re used to bringing home. Because every situation is different, the strategy could depend on the assets accumulated, how those resources will generate reliable cash flow, and whether taxes are better paid now or later. It also may depend on what types of assets clients want to leave to beneficiaries.

To build an effective plan, it’s important to understand how the government taxes different investment accounts:

  • Retirement accounts (401(k), Traditional IRA): Investors typically make contributions with pre-tax dollars, so the government taxes withdrawals as ordinary income.
  • Roth IRAs: Investors make contributions after taxes, but qualified withdrawals (generally after age 59½ and meeting the five-year rule) are tax-free.
  • Brokerage accounts: These investment accounts are funded with after-tax dollars, and investors generally owe taxes only on investment gains, often at lower capital gains rates.

Having a mix of these account types could create flexibility to manage taxes more strategically in retirement. One of the most important tax decisions people face is recognizing that a strategy that makes sense in one season of life may not make sense in another depending on their circumstances.

2. Make Tax Decisions Based on Your Tax Bracket at Each Stage of Life

Each stage of life could present new tax-planning opportunities, from early accumulation years to peak earning years and eventually retirement. Because tax brackets often change over time, your strategy should adapt as well.

During early accumulation years, many individuals are in lower tax brackets. Capturing an employer match should remain the first priority but after that, Roth contributions may be beneficial. Paying taxes at a lower rate today could help create tax-free income later and provide flexibility when managing retirement withdrawals.

During high-earning years, the focus often shifts toward reducing current taxable income. Strategies may include:

  • Maximizing contributions to pre-tax accounts such as 401(k)s, IRAs, and HSAs
  • Continuing to build after-tax savings through brokerage accounts
  • Using backdoor Roth contributions when appropriate

Brokerage accounts could be especially helpful for individuals planning to retire before age 59½, because they provide accessible funds without early withdrawal penalties.

During lower-income retirement years, taxable earned income often declines, sometimes placing retirees in a lower tax bracket than during their working years. This could create an opportunity to consider Roth conversions, moving funds from a Traditional IRA to a Roth IRA at a potentially lower tax rate.

This strategy may:

  • Reduce future Required Minimum Distributions (RMDs)
  • Help manage future tax brackets
  • Create tax-efficient assets for beneficiaries

If beneficiaries inherit a Traditional IRA, they must pay taxes at their own rates, which may be higher than the rate at which conversions could have occurred.

3. Make Charitable Giving Decisions With Tax Awareness

Many generous individuals give to charities using cash, because it’s simple and familiar. While cash gifts could be deductible if you itemize, there often are more tax-efficient ways to give.

Donate Appreciated Stock: If you itemize, you could avoid capital gains taxes on the appreciation by gifting to charities investments that have increased value while still deducting the fair market value of the donation.

Use a Donor Advised Fund (DAF): This could be especially beneficial if you have a particularly high-income year. This approach allows you to:

  • Receive an immediate tax deduction
  • Avoid capital gains if using appreciated donated assets
  • “Bundle” multiple years of charitable giving into one year to exceed the standard deduction
  • Invest the assets to potentially grow, allowing for additional grants to charities over time

Qualified Charitable Distributions (QCDs): For individuals age 70½ or older, this is a valuable strategy. These are donations made directly from an IRA to qualified charities. By using an IRA, it reduces future taxable distributions. When you hit Required Minimum Distribution (RMD) age, it also helps satisfy the RMD in a tax-free way.

4. Why Coordinating Your Financial Advice and Accountant Matters for Tax Planning

Each of these general strategies includes important nuances based on each person’s financial situation and goals Please consult a qualified tax professional regarding your specific situation. The most effective tax planning can often occur when your financial advisor and accountant work together.

Your accountant should understand the financial strategies you are implementing, and your advisor should stay aware of the tax implications connected to those decisions. Coordinated planning helps reduce mistakes, could improve efficiency, and potentially help you capture opportunities you might miss on your own.

Most importantly, it could help you from accidentally “tipping” the IRS.

At Foster Group, we help individuals and families navigate tax decisions through each stage of life, with a focus on aligning planning strategies to what matters most. Thoughtful tax planning isn’t just for accountants – it’s an important part of a well‑coordinated financial plan. What does it mean to be truly cared for? It means we understand your passions and use proven methods to help you reach your goals. If you’d like to discuss how these ideas may fit your situation, reach out – we’re here to help.

Keep Reading

Family at Table
Financial Planning Lifestyle

The Clock is Ticking: Three Ways to Prepare Adult Children for Legacy Wealth Stewardship

Ashlee Vieregger

Ashlee Vieregger, JD, CFP, CTFA, AEP, TPCP

10/08/26

Nice house and car photo
Financial Planning Chart of the Month

Chart of the Month – October 2026

Jack Davies

Jack Davies, CFA

10/06/26

Sherri Nielsen, President & Ceo of Easterseals Iowa.
Financial Planning Lifestyle

Generosity in Action: Easterseals

Foster Group

Foster Group

10/01/26

Older couple sitting together on a couch, smiling while looking at a smartphone with a laptop in front of them.
Financial Planning Tax

2026 Year-End Tax Planning Checklist

Daniel Hawthorne

Daniel Hawthorne, CFP, RICP, MS

09/25/26

What I've Learned About Living Well Into My 90s | By Mary Kramer and Connie Wimer
Financial Planning Lifestyle

What I’ve Learned About Living Well Into Your 90s

Gretchen Muller

Gretchen Muller, MBA

09/24/26

Financial Planning Tax

Financial Perspectives: Year-End Tax Planning: Avoiding Costly Mistakes Before December

Hosted by : Marcus Iwig & Isabel McMillen

09/18/26

Aiming for a GreatTransition | Kent Kramer
Financial Planning Lifestyle

Aiming for a Great Transition

Kent Kramer

Kent Kramer, CFP, AIF

09/17/26

Financial Planning

What Is IRMAA? Understanding the Connection Between Income and Medicare Premiums

Missy Roh

Missy Roh, CPA

09/15/26

Couple sitting at table
Financial Planning Tax

When Does a Roth Conversion Make Sense? 5 Tax-Saving Opportunities

Isabel McMillen

Isabel McMillen, CFP

09/08/26

Financial Planning

Chart of the Month – September 2026

Michael Westphal

Michael Westphal, CFA

09/03/26

Financial Perspectives: 529 Plans
Financial Planning

Financial Perspectives: 529 Plans Are More Flexible Than You Think

Hosted by : Gretchen Muller & Ryne Oller

08/17/26

Piggy bank wearing a graduation cap beside a jar of coins, representing saving for education.
Financial Planning

What’s New with 529 Plans? 2026 Rules and Updates

Daniel Hawthorne

Daniel Hawthorne, CFP, RICP, MS

08/15/26

PLEASE SEE IMPORTANT DISCLOSURE INFORMATION at www.fostergrp.com/disclosures. A copy of our written disclosure Brochure as set forth on Part 2A of Form ADV is available at www.adviserinfo.sec.gov.

Let’s talk.

Let’s talk.

Contact us – without obligation – whenever you have a financial question, idea, or need a second opinion. And discover how having your financial life Truly Cared For can help you feel more confident and in control. You can select your preference to start a conversation.

Prefer to call us? 515-226-9000

Prefer to call us? 515-226-9000

By providing a telephone number and submitting the form, you are consenting to be contacted by SMS text message from Foster Group. Message frequency may vary. Message and data rates may apply. Reply STOP to opt out of further messaging. Reply HELP for more information. See our Privacy Policy.