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  • Three Emotional Triggers That Can Ruin Your Retirement Happiness
    Feb 22 2026
    1. Navigating Emotional Triggers in Retirement: Strategies for Financial Peace
    2. From Fear to Freedom: Managing Market Volatility in Your Golden Years
    3. The Three Emotional Triggers of Retirement: How to Overcome Them
    4. Finding Meaning Beyond Money: Crafting Your Retirement Identity
    5. Guardrails for a Secure Retirement: Balancing Emotions and Investments

    Welcome to this episode of the Happiness in Retirement Program podcast! I'm your host, Bill Del-Sette and today we’re diving deep into a crucial topic that often gets overlooked in retirement planning: the emotional triggers that can impact your financial decisions during retirement.

    In this episode, I discuss how retirement magnifies emotions and how these emotions can drive behavior, particularly when it comes to investing. We explore the concept of emotional guardrails, which are just as important as financial guardrails in ensuring a fulfilling retirement.

    Key Topics Covered:

    1. Market Volatility:
    2. We start by examining how market declines can trigger fear and anxiety, especially for retirees who are withdrawing funds rather than accumulating them. I explain how our hardwired fear responses can lead to poor investment decisions, particularly in a world where we have constant access to market updates and fear-based marketing.
    3. The Big Mistake:
    4. I introduce the idea of the "big mistake"—selling investments during a market decline. Historically, market declines have been temporary, and selling low can turn a temporary setback into a permanent loss. I provide strategies to avoid this mistake, such as limiting how often you check your portfolio and establishing a cooling-off period before making any changes.
    5. Longevity Anxiety:
    6. We then tackle the fear of outliving your money. I share research indicating that people tend to spend less as they age, and I emphasize the importance of separating essential expenses from discretionary spending. By ensuring that your essential needs are covered, you can alleviate some of the anxiety surrounding longevity.
    7. Identity Loss:
    8. Finally, we discuss the emotional impact of retirement on personal identity. Many individuals tie their self-worth to their careers, and retirement can lead to a loss of title, routine, and recognition. I stress the importance of finding meaning and purpose in retirement to avoid emotional turbulence.

    Throughout the episode, I encourage listeners to ask themselves critical questions about their financial decisions and emotional well-being. I emphasize that financial success is not just about net worth; it’s also about achieving emotional stability.

    As we wrap up, I invite you to reflect on how you can design your retirement identity and who you want to become in this new phase of life.

    Thank you for joining me today! If you found this episode valuable, please share it with friends and family, and don’t hesitate to reach out with any questions at Bill@happinessinretirement.com. Until next time, let’s continue to make our golden years the best years!


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    20 Min.
  • Planning for Happiness Regardless of What Life Throws at You
    Feb 1 2026

    Welcome to this episode of the Happiness in Retirement podcast! I'm your host, Bill Del Sette, and today we're diving into a crucial topic: planning for happiness in retirement, regardless of the uncertainties life may throw your way.

    In this episode, I challenge the common assumption that the future will align perfectly with our plans. Many of us believe that if we can predict how long we will live, what the markets will do, and how our health will hold up, we can create a foolproof retirement plan. However, the reality is that life is inherently uncertain, and good retirement planning isn't about making accurate predictions; it's about designing a life that remains fulfilling even when the unexpected occurs.

    I emphasize the importance of resilience in planning. Instead of seeking certainty, we should focus on creating flexible plans that can adapt to life's surprises. I discuss the different phases of retirement— the go-go years, slow-go years, and the later years— and how our experiences in retirement are rarely linear. I encourage listeners to reflect on their assumptions about retirement and to consider how they can build a plan that allows for adaptability.

    Throughout the episode, I share insights from research, including a fascinating study published in the Canadian Journal of Aging, which highlights that lifestyle planning is a stronger predictor of retirement satisfaction than financial preparation. I stress that while financial security is important, it is equally vital to consider how we will find meaning and fulfillment in our post-work lives.

    I also touch on the idea that success in retirement should not be defined by whether everything goes according to plan, but rather by our ability to live a life that works for us, even as circumstances change. I encourage listeners to embrace flexibility and to view retirement planning as a series of experiments rather than a one-time decision.

    As we wrap up, I invite you to reflect on your own plans and consider where you might need more flexibility. Remember, good planning gives you choices and the ability to adapt, which is far more valuable than striving for precision in an unpredictable world.

    Thank you for joining me today! If you have any questions or want to reach out, feel free to contact me at Bill@happinessinretirement.com. Don't forget to subscribe and listen to us on Spotify or Apple Podcasts. Until next time, remember that you don't need certainty; you need a plan that supports the life you want to live. Here's to a happy, healthy, and financially secure retirement!

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    18 Min.
  • What if Happiness is just a Dog, A Walk, A Book, and Good Friends?
    Jan 18 2026

    Summary

    In this episode of the Happiness in Retirement podcast, host Bill DelSette shares his personal journey and insights on the relationship between money and happiness. Drawing from his experiences growing up in foster care and working various jobs from a young age, he emphasizes the importance of work ethic and the simple joys of life. Bill reflects on how, despite achieving financial success, he found that true happiness stemmed from meaningful relationships and engaging in activities he loves, rather than the accumulation of wealth. He discusses the paradox of wealth, noting that while money can provide comfort, it does not guarantee happiness, and often leads to increased worry about loss.

    Bill highlights the significance of relationships as a key predictor of long-term happiness, referencing a Harvard study that underscores the value of close connections over material wealth. He encourages listeners to focus on building relationships and finding joy in simple, low-cost activities. The episode concludes with Bill advocating for a non-attachment to money and material possessions, suggesting that true fulfillment comes from experiences and meaningful interactions rather than the pursuit of wealth alone.

    Chapters

    00:00 Introduction to Happiness in Retirement
    00:57 Bill's Early Life and Work Ethic
    04:15 Pursuing Education and Career Choices
    06:36 The Relationship Between Money and Happiness
    10:14 The Importance of Relationships
    12:11 The Loneliness Epidemic and Social Connections
    16:03 Finding Meaning Beyond Money
    18:03 Experiences vs. Material Wealth
    19:55 Conclusion and Final Thoughts

    Takeaways

    "The road to retirement should be an adventure, not a survival strategy."
    "Having more money doesn't necessarily make you happier."
    "The quality of close relationships is the biggest predictor of long-term happiness and health."
    "Focus on meaningful things that don't cost a lot of money to find your happiness."
    "Invest in relationships and emotional connection."

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    20 Min.
  • Finding Happiness - Insights with Pending Retiree and Retirement Planner Glen Allen, CFP®
    Jan 9 2026

    In this episode of the Happiness in Retirement podcast, I had the pleasure of interviewing Glen Allen, a valued member of Del Sette Capital Management, who is on the cusp of retirement. As the host, I wanted to explore the multifaceted nature of retirement, especially from the perspective of someone who has dedicated years to the financial industry and is now preparing to transition into this new phase of life.

    We kicked off the conversation by discussing Glen's feelings about retirement. He expressed a sense of readiness, thanks to his extensive financial preparation and the solid benefits package he has through his wife. However, he also acknowledged that a significant part of his identity is tied to his work, which raises questions about how he will reshape his life post-retirement.

    Glen shared what he will miss most about his job, including the stimulating environment of trading and portfolio management, as well as the relationships he has built with clients and colleagues. He emphasized the rewarding nature of helping people improve their financial situations, which has been a cornerstone of his career. On the flip side, he is also eager to leave behind the high-stress responsibilities that come with the territory.

    As we delved deeper, Glen reflected on the challenges of transitioning from a structured work life to a more open and flexible retirement. He humorously noted that his wife, Fran, is already anticipating the adjustments he will need to make, as he is used to a fast-paced work environment. We discussed the importance of maintaining a sense of purpose and meaning in retirement, which is something Glen is keenly aware of.

    Glen shared his excitement about having more time for family, particularly to assist his aging parents, and to engage in volunteer work at his parish. He also expressed a desire to explore his passion for ceramics and Native American pottery, as well as to stay connected to the stock market, which has been a lifelong interest.

    We touched on the financial aspects of retirement, where Glen candidly admitted that, despite his expertise, he still has lingering worries about market dependency and the absence of a pension. He emphasized the importance of having a solid financial plan and the need for individuals to think about their lifestyle and spending habits in retirement.

    Throughout our conversation, Glen provided valuable insights into common misconceptions about retirement, particularly the need for individuals to consider what their lives will look like once they leave the workforce. He highlighted the importance of having a distribution strategy for retirement savings, as many people focus on accumulation but overlook the complexities of drawing down their assets.

    As we wrapped up the episode, Glen shared his hopes for the future, including travel aspirations and a desire to remain engaged and active in his community. He expressed optimism about the potential for global collaboration to address pressing issues, reinforcing the idea that retirement can be a time for personal growth and contribution.

    This episode is a rich exploration of the emotional, financial, and social dimensions of retirement, offering listeners a unique perspective from someone who is navigating this significant life transition. Whether you're approaching retirement or simply curious about the journey, Glen's insights will inspire you to think deeply about what your own retirement could look like.

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    39 Min.
  • Beyond the Hype: Timeless Investing Principles
    Sep 10 2025

    Welcome to this special episode of the Happiness in Retirement podcast! Today we’re diving into a topic that we haven’t explored in depth before on the podcast: investing. While we often focus on lifestyle tips and financial planning strategies, I believe it’s crucial to discuss our investment philosophies at Del-Sette Capital Management, especially as they relate to achieving a fulfilling retirement.

    In this episode, I share our core investment principles, emphasizing that investing is not merely a spectator sport. It’s an integral part of a comprehensive financial plan, and as fiduciaries, we are committed to acting in your best interest.

    Key Takeaways:

    1. Invest in Yourself: The greatest investment you can make is in your own health, education, and personal development. Continuous improvement is essential for long-term success.
    2. Adopt an Optimistic Mindset: In a world often filled with negativity, maintaining an optimistic outlook can lead to better life satisfaction and investment decisions. I discuss the importance of viewing market declines as opportunities rather than threats.
    3. Limit Portfolio Monitoring: Frequent checking of your investments can lead to emotional decision-making and poor outcomes. I highlight a study by Vanguard showing that those who check their portfolios less often tend to earn higher returns.
    4. Separate Money from Emotion: Mixing emotions with investing can lead to biases that negatively impact performance. I outline common biases such as loss aversion and overconfidence, which can cloud judgment.
    5. Be an Owner, Not a Loaner: I encourage listeners to invest in common stocks rather than bonds, especially for younger investors. Owning a piece of great companies can lead to better long-term growth.
    6. Save and Invest for Growth: For those in the accumulation phase, I recommend saving at least 15-20% of your income and focusing on growth-oriented investments.
    7. Invest for Dividends in Retirement: As you transition into retirement, I stress the importance of investing in dividend-paying stocks, which can provide a potentially reliable income stream.
    8. Buy Time with Your Money: Finally, I emphasize that money should be viewed as a means to enjoy life and buy time for the things that matter most.

    Throughout the episode, I remind listeners that while we cannot predict the future, we believe that adopting these philosophies can significantly enhance your chances of building a secure and enjoyable retirement.

    If you find yourself uncertain about your investment strategy or alignment with your goals, I encourage you to reach out for a conversation. At Del-Sette Capital Management, we are here to help you design a portfolio and retirement income strategy that brings clarity and confidence.

    Thank you for joining me today! If you found this episode helpful, please subscribe, leave a review, and share it with someone who is planning for their future. Until next time, stay focused, stay disciplined, and invest with purpose and optimism!

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    20 Min.
  • More Than Money: Why Time is Your Greatest Asset
    Sep 2 2025

    In this episode of the Happiness in Retirement podcast, I delve into the concept of "time affluence" versus "time poverty." We explore how the quality of our lives in retirement is not solely determined by financial wealth but also by how we perceive and manage our time.

    I share a thought-provoking parable about a Mexican fisherman and an American investment banker, illustrating the contrast between living a fulfilling life and chasing after wealth at the expense of time. The discussion highlights that many people, even in wealthy countries, experience time poverty, which can lead to decreased happiness and well-being.

    We discuss the importance of prioritizing time affluence—feeling like you have enough time to engage in meaningful activities—over merely accumulating wealth. I encourage listeners to reflect on their values, audit their calendars, and focus on activities that bring joy and fulfillment.

    Throughout the episode, I provide practical strategies for reclaiming time, such as delegating tasks, scheduling important activities first, and seeking novelty in life. I emphasize that true wealth is measured in time well spent, and I invite listeners to be intentional about how they use their hours and days.


    Join me as we redefine retirement planning to focus on cultivating a rich and fulfilling life, where time is our most valuable asset. Thank you for tuning in, and remember to share this episode with friends who are planning for their future!

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    15 Min.
  • Making Sense of Life Insurance - Term, Whole or Both?
    Aug 23 2025

    In this episode of the Happiness in Retirement podcast, I delve into the critical topic of life insurance, specifically focusing on the differences between term insurance and whole life insurance. Building on our previous discussion about the four risks to retirement, I emphasize the importance of having adequate life insurance to protect your family from the financial impact of dying too soon.

    I explain the concept of economic life value, which highlights that your ability to earn income is your most significant asset, especially when you're young. This understanding helps determine the appropriate amount of life insurance coverage needed. I advocate for everyone to consider economic life value insurance, despite the common barriers of cost and awareness.

    We explore term insurance, which provides coverage for a specified period and is generally more affordable, making it suitable for young families. However, I caution that most term policies do not pay out, as they are often not in force when needed. On the other hand, whole life insurance offers lifetime coverage, builds cash value, and guarantees a death benefit, but comes with higher premiums.

    I discuss the pros and cons of both types of insurance, emphasizing that the choice between them should align with individual financial situations and goals. For those who may have a permanent insurance need in the future, I recommend purchasing convertible term insurance that can transition into whole life insurance without the need for additional health assessments.

    Ultimately, I stress the importance of having economic life value insurance and encourage listeners to consider their unique needs when choosing between term and whole life insurance. I invite everyone to reach out for more information and resources on insurance and retirement planning, and I hope you find this episode insightful as you navigate your financial future.

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    20 Min.
  • Retirement at Risk: The Four Threats You Can't Ignore
    Aug 20 2025

    Episode Synopsis: Understanding the Four Core Financial Risks in Retirement

    Welcome back to the Happiness in Retirement podcast! I’m your host, Bill Del-Sette, founder of Del-Sette Capital Management. After a refreshing summer hiatus, we’re excited to dive back into the essential topics that can help you secure a fulfilling retirement. In this episode, we tackle a subject that often gets overlooked: the four core financial risks that everyone should be aware of as they plan for retirement.

    As we transition into the final weeks of summer, I reflect on the fleeting nature of time and the importance of being prepared for the unexpected. Many people focus solely on growing their wealth through investments, but it’s crucial to consider the risks that could derail your financial plans. At Del-Sette Capital Management, we prioritize asset protection planning before discussing investments, and today, we’ll explore how to safeguard yourself and your loved ones from these risks.

    The Four Core Financial Risks

    1. Dying Too Soon: We begin with the sobering reality of premature death and its financial implications for families. I emphasize the importance of life insurance as a tool to provide instant liquidity and ensure that your family can maintain their standard of living. We discuss how to determine the right amount of life insurance needed to cover future income streams and the necessity of having a solid estate plan in place.
    2. Living Too Long: Next, we flip the narrative to the risk of outliving your savings. While living a long life is generally seen as a positive, it can lead to significant financial challenges, especially concerning healthcare costs and long-term care. I share strategies for retirement income planning, including the guardrail approach, which helps manage withdrawals based on market performance. We also touch on the importance of investing in dividend-paying stocks to combat inflation and maintain purchasing power.
    3. Becoming Disabled: The conversation then shifts to the often-ignored risk of disability. I highlight the statistical likelihood of becoming disabled compared to dying prematurely, stressing the need for both short- and long-term disability insurance. We discuss the importance of having a continuity plan if you’re self-employed and the financial strain that can arise from caregiving responsibilities.
    4. Wealth Eroding Factors: Finally, we address the silent killers of wealth, including taxes, inflation, healthcare costs, and market volatility. I explain how these factors can gradually diminish your wealth over time and the importance of proactive financial planning to mitigate their effects. We discuss strategies for tax-efficient planning, smart withdrawal strategies, and the need for ongoing financial guidance to adapt to changing circumstances.

    Conclusion

    In closing, I reiterate that financial planning is not just about chasing returns; it’s about building a resilient plan that can withstand life’s uncertainties. The ultimate goal is to ensure that your loved ones are financially secure, regardless of what life throws your way. I encourage listeners to reflect on their life plans and take action on the things that matter most to them.

    Thank you for joining me in this episode of the Happiness in Retirement podcast. If you found this discussion valuable, please share it with a friend, leave a review, and subscribe for more insights. Remember, it’s not just about having wealth; it’s about protecting it so you can enjoy the life you’ve worked so hard for. Until next time, let’s make the road to retirement an adventure, not just a survival strategy!


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    23 Min.