Legacy Wealth Management

06/24/2026

Most retirees spend decades asking one question: " Am I saving enough? Once retirement arrives, a different question takes over: how should I withdraw it?

The sequence and timing of your withdrawals can significantly affect how much of your wealth is subject to taxes. A larger-than-needed traditional account withdrawal can increase the portion of Social Security that's taxed, push up Medicare premiums through IRMAA, and move you out of a favorable capital gains bracket.

These "stealth taxes" mean a withdrawal can cost far more than its marginal rate suggests. Tax-smart income planning is a series of coordinated choices made year after year.

Read our latest insight:

Discover tax-smart retirement income planning strategies. Learn how withdrawal sequencing, Roth conversions, charitable giving, and more may improve your wealth.

06/22/2026

Good financial planning goes well beyond investment advice.

It's estate planning and charitable giving, so your legacy reflects your values. It's risk management, so an unexpected event doesn't derail years of progress. It's budgeting and cash flow, so you understand where your money goes. And it's structuring support for the people you care about.

At Legacy Wealth Management, we help you define and prioritize your goals, often surfacing areas you may not have considered, then document everything in a formal strategy with ongoing support throughout the year.

The result is structure and clarity around decisions that matter.

Explore our financial planning services: https://www.legacywealthky.com/wealth-management-services/financial-planning-lexington-kentucky/

06/17/2026

Legacy Wealth Management was founded on a set of American values: hard work, integrity, commitment, and uncompromising quality. Those principles still guide everything we do.

We believe informed decisions lead to better outcomes, which is why we take the time to educate and empower our clients rather than hand them a plan. We're also willing to challenge conventional wisdom when it comes to investing.

Challenges are inevitable, and so are opportunities. We work side by side with clients to identify them, manage risk, and lay the groundwork for lasting financial security.

Learn more about our story:

Learn about our team of financial planners in Lexington, Kentucky, committed to helping you build secure financial futures.

06/16/2026

For a business owner, personal and professional finances are rarely separate. A decision about the business often becomes a decision about your retirement, and vice versa.

That's the challenge we help Kentucky business owners work through. From cash flow and tax strategy to selecting the right retirement plan for you and your employees, we provide integrated advice that supports both business growth and personal wealth goals.

We also help owners plan for the longer horizon: succession, estate planning, and retirement, so the hard work you put in today builds a secure future for tomorrow.

Learn how we help business owners: https://www.legacywealthky.com/clients/kentucky-business-owner-financial-planning/

06/15/2026

Meet Garrett L. Headley, Partner at Legacy Wealth Management.

Garrett brings more than four decades of experience helping clients navigate wealth management and financial independence. He began his career in 1982 with Bache and built a seasoned perspective through years of guiding clients through changing market conditions.

A University of Kentucky graduate and the institution's first SEC wrestling champion, Garrett continued his studies at the University of Iowa as a graduate assistant under legendary coach Dan Gable.

The advice that guides him says a lot about how he works with clients: be patient, work hard, be helpful, be grateful.

Learn more about Garrett:

Garrett L. Headley, Partner at Legacy Wealth in Lexington, KY, is a wealth advisor specializing in retirement and 401(k) planning for university staff.

06/10/2026

The five to ten years before retirement may be the most important planning window of your financial life.

Decisions made during this stretch carry real weight: how your investments are positioned, when to claim Social Security, how to bridge the gap before Medicare eligibility, and how your compensation plan fits the bigger picture.

At Legacy Wealth Management, we work with pre-retirees to turn a vision for retirement into a clear, actionable plan, connecting tax strategy, healthcare, and Social Security decisions so every part works together.

The goal is straightforward: clarity around your retirement goals and a path to reach them.

Learn how we help pre-retirees: https://www.legacywealthky.com/clients/pre-retirees-financial-planning/

06/08/2026

Should you rent or own your home in retirement? It is one of the most important decisions retirees face, and there is no single right answer.

Legacy Wealth Management's own Josh Dunn, CFP®, recently contributed an article to Rethinking65 exploring the trade-offs. Whether your home is paid off and providing stability, or selling could unlock capital to fund your retirement goals better, the decision deserves careful thought. Josh walks through key questions to ask, including how a home sale could affect your tax situation, whether flexibility matters more than staying put, and how your housing choice fits into your broader retirement strategy.

As Josh puts it, your home is more than a place to live. It is a piece of your retirement plan.

Read the full article here: https://rethinking65.com/rent-or-own-help-retiring-clients-make-the-smart-choice/

06/04/2026

June 15th is the second-quarter estimated tax payment deadline for self-employed individuals and many small business owners.

If you earn income that isn't subject to withholding, the IRS expects you to pay as you go. Missing a quarterly payment can mean underpayment penalties, even if you settle up in April.

Before the deadline, it's worth checking whether a strong first half has changed your projected liability and whether your payment still reflects your actual situation. This is the kind of detail that's easy to overlook when you're running a business.

06/03/2026

What do you do when the power goes out and you have done all you can do without electricity? You study for the CFP!