The Happiness in Retirement® Hour

35 Episodes
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By: The Happiness in Retirement® Group

🌳 Welcome to The Happiness in Retirement® Hour! Money, Life & Everything in Between. Join Bill Del-Sette, CFP®, RLP® — The Happiness in Retirement Guy™ — and Ann Arceo, financial advisor and shareholder at Happiness in Retirement Group, for a lively, informative, and entertaining conversation about money, retirement, happiness, and everything in between! Each week, Bill and Ann go beyond traditional financial advice to explore what it really takes to enjoy a happy, fulfilling retirement. 💰 Money Matters: The latest financial news, stock market trends, investing strategies, Social Security, taxes, and retirement planning. 🌴 The Good Life: Health, longevity, travel, relationships, purpose, and making the most of your retirement...

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Age is Just a Number When you Skydive at 83
#33
Yesterday at 5:34 PM

Hey everyone! I'm excited to share the latest episode of the Happiness in Retirement podcast, where we dive deep into the inspiring story of Krista, an incredible woman in her 80s who refuses to let age define her. If you’re looking for motivation and a fresh perspective on what it means to live a fulfilling life, this episode is a must-listen!


The Happiness in Retirement Hour
#1
10/23/2026

🌳 Welcome to The Happiness in Retirement® Hour!

Money, Life & Everything in Between.


Join Bill Del-Sette, CFP®, RLP® — The Happiness in Retirement Guy™ — and Ann Arceo, financial advisor and shareholder at Happiness in Retirement Group, for a lively, informative, and entertaining conversation about money, retirement, happiness, and everything in between!

Each week, Bill and Ann go beyond traditional financial advice to explore what it really takes to enjoy a happy, fulfilling retirement.

đź’° Money Matters: The latest financial news, stock market trends, investing strategies, Social Security, taxes, and retirement planning.

🌴 The Good...


Medicare IRMAA Shock: The Hidden Retirement Expense That Could Cost You Thousands
Medicare IRMAA Shock: The Hidden Retirement Expense That Could Cost You Thousands episode artwork
#32
10/10/2026

In this episode of the Happiness in Retirement Podcast, we dive deep into the often misunderstood world of Medicare with our guest, Joe Ritter, founder of Valley Forge Medicare and Insurance You Keep. As we navigate the complexities of retirement planning, we emphasize that healthcare is a crucial piece of the puzzle that goes beyond just investment portfolios.

We start by addressing a common concern among those approaching retirement: the misconception that Medicare is mandatory at age 65. Joe clarifies that Medicare is optional for those who are still working or covered under a spouse's plan. He explains...


This is Not a Fling : Why Your Financial Advisor Should Know Your Family for Generations
#31
09/01/2026


Why your Financial Plan Needs a Villain
#30
07/21/2026

In this episode, I explore the idea that each of us is the hero of our own story, navigating through moments of triumph and disappointment, confidence and fear, victories and setbacks. Just like in every great narrative, our lives are shaped by the challenges we face, which I refer to as "villains." These villains are not always external; they can be internal struggles like procrastination, shame, or the fear of failure.


The Trump Account Roth Conversion Strategy: The Greatest Gift You Can Give a Child Isn't Money—It's Time
#29
07/16/2026

n this episode of the Happiness in Retirement podcast, I delve into a topic that may initially seem unrelated to retirement planning: the importance of giving children and grandchildren the invaluable gift of time. While many people often think of financial contributions like trust funds, college payments, or inheritances as the primary means of supporting the younger generation, I argue that the most significant gift we can offer is the opportunity for them to invest early and benefit from the power of compounding.

I begin by reflecting on the typical financial journey many people experience, from establishing...


Embracing Pain, Uncertainty, and Work for a Better Financial Future
#28
07/09/2026

In this episode of the Happiness in Retirement podcast, We explore the essential mindset shifts necessary for a fulfilling retirement, drawing insights from the book "The Tools" by Phil Stutz and Barry Michaels. I emphasize that financial success is less about numbers and more about our mindset, particularly in relation to three constants in life: work, uncertainty, and pain.


Not Knowing What you Don't Know About Retirement Planning
#27
03/15/2026


The Five Pillars of Happiness in Retirement
#26
03/09/2026

Welcome to another enlightening episode of the Happiness in Retirement Podcast! I’m your host, Bill Del-Sette, a certified financial planner and registered life planner. In this episode, we delve deep into the often-overlooked aspects of retirement planning that go beyond just financial security.

As I reflect on my early career, I share a pivotal realization: while many of my clients achieved financial independence, they often returned to me feeling unfulfilled and uncertain about their new lives. This led me to understand that retirement is not merely a financial transition; it’s a significant life transition that requ...


Three Emotional Triggers That Can Ruin Your Retirement Happiness
#25
02/22/2026

Navigating Emotional Triggers in Retirement: Strategies for Financial PeaceFrom Fear to Freedom: Managing Market Volatility in Your Golden YearsThe Three Emotional Triggers of Retirement: How to Overcome ThemFinding Meaning Beyond Money: Crafting Your Retirement IdentityGuardrails 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 ho...


Planning for Happiness Regardless of What Life Throws at You
#24
02/01/2026

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...


What if Happiness is just a Dog, A Walk, A Book, and Good Friends?
#23
01/18/2026

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...


Finding Happiness - Insights with Pending Retiree and Retirement Planner Glen Allen, CFP®
#22
01/09/2026

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...


Beyond the Hype: Timeless Investing Principles
#21
09/10/2025

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 committe...


More Than Money: Why Time is Your Greatest Asset
#20
09/02/2025

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...


Making Sense of Life Insurance - Term, Whole or Both?
#19
08/23/2025

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...


Retirement at Risk: The Four Threats You Can't Ignore
#18
08/20/2025

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 natu...


Book Review - Flourish by Martin Seligman
#17
05/18/2025

In this episode of the Happiness in Retirement podcast, I delve into the profound question of what constitutes a good life, particularly in the context of retirement. Let's explore whether happiness is the ultimate goal, or if there are deeper elements that contribute to a fulfilling life.


The curve ahead: What the Science Says About Aging, Happiness and Spending
#16
05/11/2025

In this episode of the Happiness in Retirement podcast, I, Bill Del Sette, delve into two fascinating concepts that can significantly impact your retirement experience: the U-bend of happiness and the retirement income smile.

We begin by exploring the U-bend of happiness, a pattern observed in life satisfaction that shows people tend to be happiest in their youth and later years, with a dip in happiness during midlife, typically in the 40s and early 50s. This phenomenon is backed by extensive research, revealing that many individuals feel unfulfilled during this period due to various pressures and expectations...


Warren Buffet and Thoughts on Modern Retirement
#15
05/04/2025

In this episode of the Happiness in Retirement podcast, I delve into the multifaceted topic of retirement, sparked by the recent announcement of Warren Buffett's retirement at the age of 94. I reflect on the reasons why people choose to retire or continue working, drawing from my 30 years of experience as a retirement planner.

We begin by exploring the historical context of retirement, tracing its origins back to agrarian societies where the concept was virtually nonexistent. I discuss how the introduction of pensions by figures like Otto von Bismarck and the establishment of the Social Security system by...


Common Retiree Investment Mistakes That Can Sink Your Plan
#14
03/13/2025

In this episode of the Happiness in Retirement podcast, I delve into the critical mistakes that individuals often make when transitioning from the growth or accumulation phase of their financial lives to the enjoyment or distribution phase of retirement. As we approach the magical age of financial independence, it’s essential to shift our mindset and strategies regarding investments, and I highlight the common pitfalls that can jeopardize a secure retirement.

The first mistake I discuss is the tendency to become overly conservative with investments. Many retirees believe they should drastically reduce their exposure to stocks and in...


Money Mindset Mastery
#13
03/09/2025

In this episode of the Happiness in Retirement podcast, I, delve into the crucial relationship between your money mindset and your overall life context. We explore how your core beliefs and attitudes about money significantly influence your financial decisions and success. Drawing on concepts from Werner Erhard and Stephen Covey, I emphasize the importance of having an empowering context for your life, which can help you maintain a positive money mindset, even in challenging circumstances.

I introduce the Stockdale Paradox, highlighting Admiral Jim Stockdale's experience as a POW, where he maintained faith in a positive outcome while...


Smart Withdrawals: Maximizing Your Retirement Income Without Running Out
#12
02/20/2025

In this episode of the Happiness in Retirement podcast, I delve into the crucial topic of determining a safe withdrawal rate from your retirement portfolio. We explore the complexities of retirement planning in the real world, where factors like inflation, taxes, market volatility, and longevity risk come into play.

I begin by painting a hypothetical scenario where everything is perfect—no inflation, no taxes, and guaranteed returns—before transitioning to the realities we face. We discuss the concept of sequence of return risk and how it can significantly impact your retirement savings.

I introduce four diff...


Passing the Torch: Creating a Smooth Transition for Your Wealth
#11
02/07/2025

Episode Synopsis: Seamless Wealth Succession

In this episode of the Happiness in Retirement Program podcast, we delve into the critical topic of estate planning and asset protection, wrapping up a series of discussions we've had over the past few weeks. We begin by highlighting the importance of having a solid estate plan, using the example of the late musician Prince, who famously died without a will. This lack of planning can lead to the government deciding how your assets are distributed, which may not align with your wishes.

We explore the staggering statistic...


Swedish Death Cleaning: Declutter Your Life, Embrace What Matters
#10
01/24/2025

In this episode of the Happiness in Retirement podcast, I delve into the concept of "Swedish death cleaning," a mindful decluttering process that emphasizes the importance of keeping only those possessions that hold true meaning for us and our loved ones. I begin by discussing the hedonistic treadmill, where the pursuit of material possessions often leads to fleeting moments of happiness, leaving us in a cycle of constant consumption without true fulfillment.

As we explore the theme of estate and legacy planning, I share insights from Margareta Magnusson's book, "The Gentle Art of Swedish Death Cleaning," which...


Smart Giving: Unlocking the Power of Qualified Charitable Donations and Donor-Advised Funds
#9
01/18/2025

In this episode of the Happiness in Retirement Program, I delve into two powerful charitable giving strategies: Qualifying Charitable Donations (QCDs) and Donor Advised Funds (DAFs). We start by discussing the current tax landscape, particularly the impact of the 2017 Tax Cut and Jobs Act, which significantly increased the standard deduction and limited itemized deductions, leading to a decline in charitable giving.

I explain how QCDs allow individuals over 70 and a half to donate directly from their IRAs to charities, satisfying required minimum distributions (RMDs) without incurring taxes on the withdrawn amount. This strategy not only helps reduce...


Digital Afterlife: Securing Your Online Legacy
#8
01/10/2025



Plan Your Digital Estate Now

In an increasingly digital world, the assets we accumulate are not just physical items; they often reside in the intangible realm of the internet. From social media accounts to cryptocurrencies, these digital assets can hold significant sentimental and monetary value. However, many individuals remain unaware of the importance of planning for the distribution and management of these assets after death or incapacitation.  Continue reading for actionable steps to ensure that your digital legacy is preserved and managed according to your wishes.


Let’s sta...


How to put more smile in your retirement income smile
#7
12/08/2024

The Go-Go years of retirement are when you are healthy, have free-time, and can enjoy the fruits of your labor.  Sooner or later, you will slow down because of health related issues.  But what if you could increase your healthy retirement years?   Tune in to find out more.


To Roth or Not to Roth?
#6
12/01/2024

How do you choose between contributing to a traditional, tax deferred 401K   or a Roth 401K?  Are you just guessing when you choose between contributing to one or the other?  Watch this episode of the Happiness in Retirement Webcast to help you make the best choice.


Three ways to set goals that will motivate and inspire you to act on your financial plan
#5
11/24/2024

Step one of the financial planning process is to create goals around what matters most to you.  Check-out this episode to learn three ways to get inspired about your future and to create targets that you will be motivated to act on in your plan.      


The Four Steps to Craft your Financial Plan - and why They Should be Followed in This Order
#4
11/17/2024

Their are four steps to crafting your financial plan, and if you miss any of them, it could derail your financial future.  Tune-in to learn the the four steps and why you should follow them in a certain order to maximize your chances of success. 


The Miracle of Compound Interest Creates the Headache of Compound Tax
#3
11/10/2024

You probably learned about the miracle of compound interest in grade school, but they probably didn't teach you about the ever increasing, compound tax it can create.  In this episode of the Happiness in Retirement podcast, I'll illustrate and present some potential solutions.


What's the Economically Correct Amount of Life Insurance you Should Have on Your Life?
#2
11/03/2024

Many people use a needs based approach to figuring out how much life insurance they need, but it leaves them woefully underinsured.  Tune-in to learn how to use replacement value and economic life value to determine the real loss experienced if you pass away too soon.  


What's Your Money Mindset - Ant or Grasshopper?
#1
10/24/2024

In this episode of the Happiness and Retirement Program podcast, host Bill Del Sette draws insights from an Aesop's Fable to illustrate two distinct types of people when it comes to money management—those who save and plan (the ants) and those who spend impulsively (the grasshoppers). Del Sette explores the motivations behind these financial behaviors and sets the stage for future discussions on how to approach retirement with a focus on happiness and fulfillment. Tune in to discover how to navigate your financial journey with purpose and joy!

[00:02:03] Ants vs. Grasshoppers: Financial Mindsets.

[00:06:20] Planned sp...


Introducing the Happiness in Retirement Podcast
#1
10/24/2024

The happiness in retirement podcast is a holistic financial planning show that teaches you how to maximize your wealth and your happiness, and its for anyone who wants to squeeze all the juice out of  their life - and their money.Â