Retire Today

Using a Growth Mindset for an Epic Retirement


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Learn how to build a fulfilling retirement by utilizing a growth mindset – with Wendy Leggett

Retirement is often viewed as a finish line—a destination we’ve been racing toward for decades. But what if I told you it’s not just about arriving? I recently had the pleasure of speaking with Wendy Leggett, who shared transformative insights into embracing retirement with intention, purpose, and a growth mindset.

Defining a Successful Retirement

Many people feel pressure in retirement as they compare their career-life to their retirement. The driver behind this discontent often comes down to the answer to this question:  What does a successful retirement mean to you? Wendy believes it’s about living a life of giving, learning, and feeling that each day matters. This perspective highlights an important truth: success in retirement is deeply personal. It’s not about conforming to societal expectations of endless leisure or viewing retirement as a period of decline. Instead, it’s about crafting a vision that aligns with your values and aspirations.

Many retirees struggle because they don’t have this vision. Wendy emphasizes that we must take ownership of our post-career life, becoming the “CEO of ourselves.” By defining what we want retirement to look like, we create a life by design, not default.

The Fear of Failing at Retirement

One of Wendy’s coaching clients asked, What if I fail at retirement? It’s a poignant question and one that many of us quietly wonder about. Wendy’s response invites us to redefine failure and success in retirement. Success isn’t necessarily about ticking off achievements—it’s about living authentically, with purpose and joy.

When retirees feel like they’re failing, it’s often because they’re stuck in a corporate mindset, measuring success by productivity rather than fulfillment. Wendy advises shifting the focus from “filling your time” to “fulfilling your time.” Instead of busying ourselves with endless activities, we should pursue what truly resonates with us.

The Challenge of Time Abundance

Retirement comes with a newfound abundance of time, which can be both liberating and daunting. Without the structure of work, some retirees feel unmoored, as one of Wendy’s clients experienced. She filled her days with activities but found them unfulfilling. This is a common trap: staying busy without addressing the deeper need for purpose.

Wendy’s solution? Prioritize activities that feel meaningful and satisfying. She reminds us that our time is precious, and living with intention helps us make the most of it.

Embracing a Growth Mindset in Retirement

Retirement can stir up emotions that many of us aren’t prepared to face, including grief, anxiety, and a sense of loss. Wendy compares the emotional transition into retirement to the process of grief, as we leave behind the identity and structure tied to our careers. It’s essential to normalize these feelings rather than suppress them.

Wendy suggests using frameworks from positive psychology and cultivating a growth mindset to navigate this transition. By focusing on what’s possible rather than what’s lost, retirees can shift from a scarcity mindset to one of abundance and opportunity.

Practical Steps for a “No-Regrets” Retirement

So, how can you start creating a fulfilling retirement? Wendy shared her three-step framework:

  1. Awareness: Begin by defining your vision for retirement. Reflect on what matters most to you and identify what you want to carry forward from your working life—and what you want to leave behind.
  2. Intention: Be deliberate about aligning your time and energy with your values. Consider what feels purposeful and meaningful, and avoid overcommitting to activities that don’t resonate with you.
  3. Movement: Take action, but start small. Experiment with new hobbies, volunteering opportunities, or social groups before fully committing. This allows you to explore without feeling trapped.
  4. The Power of Small “P” Purpose

    One of my favorite takeaways from our conversation was Wendy’s perspective on purpose. Many people stress about finding a grand, overarching purpose in retirement—a “big P” purpose. But as Dr. Jordan Grumet explains, joy often lies in the “small P” purpose: the everyday acts of helping others, pursuing fulfilling activities, and finding joy in the present moment.

    Purpose doesn’t have to be monumental. Retirement isn’t about solving the puzzle of purpose in one grand gesture; it’s about creating a mosaic of small, meaningful moments.

    Building a Runway to Retirement

    Wendy also advocates for a gradual transition into retirement. Just as you wouldn’t dive off a cliff without preparation, it’s wise to approach retirement as a runway. Start building habits and routines that align with your retirement vision while still working. Whether it’s exercising more, exploring hobbies, or fostering social connections, these small steps can make the transition smoother and less jarring.

    Final Thoughts

    Retirement is not just an end—it’s a beginning. By approaching it with intention, purpose, and a willingness to grow, you can create a fulfilling life that aligns with your values. Wendy’s insights remind us that the key to a successful retirement lies not just in financial planning but in preparing your mind and heart for this new chapter.

    If you’re feeling unsure about how to design your retirement, start small. Reflect on what matters most to you, take intentional steps toward those goals, and give yourself the grace to explore and grow. As Wendy says, retirement isn’t about doing it perfectly—it’s about doing it authentically.

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    Additional Links:

    • LinkedIn – Wendy Leggett
    • Conflux Retirement Coaching – Wendy Leggett
    • How to Live a Purposeful & Regret-Free Life” – Retirement Revealed Episode 171 with Dr. Jordan Grumet
    • Connect With Jeremy Keil:

      • Keil Financial Partners
      • LinkedIn: Jeremy Keil
      • Facebook: Jeremy Keil
      • LinkedIn: Keil Financial Partners
      • YouTube: Retirement Revealed
      • Book an Intro Call with Jeremy’s Team
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        Disclosures

        Videos/Podcasts/Blogs (media) published prior to June 30, 2025, were recorded and approved while the advisor was affiliated with Thrivent Advisor Network. These media reflect the advisor’s views and interpretations at that time. The information and disclosures contained in those media were believed to be accurate and complete as of the date of recording, but may not reflect current market conditions or Alongside, LLC, policies.

        All content is provided for educational purposes only and does not constitute personalized investment advice. Read below for current disclosures and potential conflicts of interest.

        This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy.

        The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past Performance is no guarantee of future results.

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        Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations.

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        Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC.

        Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A.

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