Skip to main content
Created: July 2, 2025
Modified: July 2, 2025

Staying Ahead of the Tax Curve

Retirement doesn’t mean you stop paying taxes – but there are ways to minimize the bite in the long run. With thoughtful, proactive tax planning, you can stay ahead of the curve and keep more of what you’ve worked so hard to build.

In this week’s Better Money Boston with WCVB Channel 5, join David Shapiro as he shares key strategies to help you optimize your retirement income and reduce your lifetime tax liability.

Diversifying Your Accounts

Diversification isn’t just about stocks, bonds, and conservative investments – it also applies to how your retirement accounts are taxed. There are three main “buckets” of income, each with differing tax implications. A well-balanced mix of tax-deferred (e.g., traditional 401(k)s and IRAs), taxable (like brokerage accounts), and tax-free (Roth 401(k)s and IRAs) accounts can provide greater flexibility and control in managing your tax burden in retirement.

Strategically Timing Your Withdrawals

Strategically choosing when and where to withdraw income is another key part of tax planning. If you rely solely on tax-deferred accounts, every dollar you withdraw may count as taxable income – potentially pushing you into a higher tax bracket or triggering other unwanted tax consequences.

That’s why it’s critical to plan both the timing and source of your withdrawals. In some cases, it may even make sense to wait for a year when your income is lower before taking distributions.

Considering a Roth Conversion

A Roth conversion lets you pay taxes now in exchange for tax-free growth and withdrawals later. As long as the account has been open for at least five years and you’re over age 59½, your money can grow tax-free, be withdrawn tax-free, and potentially be passed down tax-free.

However, converting a large sum of money in a single year could trigger additional taxes, so it’s important to evaluate the long-term impact. As with any strategy, consult a financial professional to determine whether a Roth conversion is the right move for your situation and retirement goals.

Information presented in our podcasts is considered current as of the created date. Over time, some information presented may become stale. We recommend you consult with your Financial Professional before making any changes based on information contained here.

Johnson Brunetti is a marketing name for the businesses of JB Capital and JN Financial.

Investment Advisory Services offered through JB Capital, LLC. Insurance Products offered through JN Financial, LLC.
The guarantees provided by any type of insurance contract are based on the claims-paying ability of the insurance company.

Resources by Topic

Subscribe to Our YouTube Channel

Share

Related Resources

  • Retirement Planning FAQ

    Planning for retirement often raises important questions about managing your finances wisely, reducing your tax burden, protecting your wealth, and making the right decisions for you and your fami…
  • Podcast Episode 414: What Does the Big Beautiful Bill Really Mean for Your Retirement?

    Prefer to watch? Click here to watch and listen on YouTube. There’s been a lot of noise around the One Big Beautiful Bill Act (OBBBA), an 887-page piece of legislation that just reshaped key el…
  • Social Security Made Simple

    Social Security is anything but simple — but understanding how to make the right decisions doesn’t have to be. When it all boils down, knowing when to take Social Security, how to take it, and how…
  • 3 Avoidable Retirement Surprises

    Even the most carefully crafted retirement plans can go off track if you haven’t accounted for some of the biggest surprises along the way. While many factors can impact your retirement, the good …
  • Social Security Myths Debunked

    With so many rules and choices involved, it’s easy to feel overwhelmed or intimidated by Social Security. As a key source of retirement income, this decision deserves careful consideration, which …
  • How Does the Big Beautiful Bill Affect Me?

    On July 4, 2025, the One Big Beautiful Bill Act (OBBBA) was signed into law, bringing significant changes to the U.S. tax code. But what does it mean for you? What actions should you consider? And…
  • Estate Planning First Steps

    Getting started with estate planning can feel daunting, but taking those first steps often brings clarity and peace of mind. An estate plan not only ensures your assets are managed and distributed…
  • Preparing for RMDs

    Regardless of where you are in your retirement planning journey, required minimum distributions (RMDs) are a key factor to keep in mind. Gaining clarity on RMDs now can help you make more informed…
  • Tariffs and Your Retirement

    With growing concerns about rising tariffs and ongoing trade disputes, you may be wondering how these policy shifts could impact your retirement. While the situation around tariffs has stabilized …
  • Making the Most of Your RMDs

    Required minimum distributions (RMDs) are a key component of retirement income planning, whether you want them or not. If you’ve saved well for retirement, you might not need those funds to mainta…
    Back to top
    Our Locations
    Johnson Brunetti
    Welcome to Our New Website!
    Everything was designed with you in mind, making our retirement planning resources more easily accessible to you.
    Check out your new resource center, where everything can be organized by article type or topic
    Are you ready to speak with a financial advisor?
    Skip to content