Living to 100: Planning for the Long Game
Coffee with Your Retirement Coach
In today's conversation, we tackle a reality more people are facing: living to 100 is becoming the new normal. Over the last century, we've been gifted an extra 30 years of life expectancy, but this blessing comes with serious questions. Will our health hold up? Will our money last? The old "retire and die in a few years" model is officially broken, and we need a completely different approach to planning. Together, Randy, Nic, and Aaron explore what it really takes to thrive through a 30-year retirement. From the #1 "medication" for quality longevity (spoiler: it's not a pill) to the...
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A Will Might Not Be Enough: Accidental Disinheritance
Coffee with Your Retirement Coach
If you’re over 50 and even *thinking* about probate, accidental inheritance, or whether your estate plan will actually work the way you intend—it’s time to grab a cup of coffee and lean in. In today’s episode, we dive into the real-world estate planning mistakes we see far too often, and why having “the documents” doesn’t necessarily mean you have a plan. We unpack why so many well-intentioned families still end up in court, accidentally disinherit loved ones, or create unnecessary taxes and family tension. From wills vs. beneficiary forms to revocable living trusts, family...
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Retire Like a Leader with Mark Cole
Coffee with Your Retirement Coach
In today’s conversation, we sit down with our friend and leadership giant Mark Cole, CEO of Maxwell Leadership Companies, for a powerful deep dive into what it truly looks like to move from success to significance—especially as we enter retirement or the pre-retirement years. This episode is packed with insights on purpose, identity, calling, and what it means for us to step into the next chapter of life with clarity and excitement rather than uncertainty. Together, we explore the internal shifts that happen when we transition out of a title or high-pressure role, the mindset needed...
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The Mental Advantage of Gratitude
Coffee with Your Retirement Coach
In this special Thanksgiving episode, we explore how cultivating an attitude of gratitude can be a game-changer for your mental wellbeing - even when you've achieved significant success in life. I share why some of the most accomplished people can actually feel miserable despite their achievements, and how a simple gratitude exercise can transform your perspective during challenging times. My colleagues and I discuss our favorite Thanksgiving traditions (I'm partial to deviled eggs while my co-host loves smoking turkey), but we quickly dive into the powerful psychology behind gratitude...
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The Tax-Free Way to Pass Down a $1MM House
Coffee with Your Retirement Coach
In this episode, Nic and I break down one of the most misunderstood concepts in estate planning: step-up in basis. We explain what basis is, why a step-up matters, and how common mistakes can cost your loved ones thousands in unnecessary taxes. If you've ever nodded along in conversations about basis while having no idea what it means, this episode is for you! We share real-world examples of how adding children to property deeds and accounts before death can create massive tax implications that could have been easily avoided with proper planning. TIMESTAMPS 00:00 - Introduction to basis and...
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Nightmare Retirement Scenarios (The Trilogy)
Coffee with Your Retirement Coach
In this Halloween-themed episode, Nic and I dive into the three scariest assumptions that can haunt your retirement plans. Making the wrong assumptions about healthcare costs, taxes, and inflation can turn your golden years into a financial horror story! We break down shocking statistics about healthcare expenses in retirement (a healthy 65-year-old may need up to $320,000!), explain why your tax bill might actually be higher in retirement than during your working years, and discuss how inflation continues to erode purchasing power. Most importantly, we provide actionable strategies that may...
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My Spouse Isn’t Good at Finances: How Can I Protect Them After I’m Gone?
Coffee with Your Retirement Coach
Let’s be honest — not everyone loves talking about money. In many marriages, one spouse takes the financial lead while the other says, *“It’s just not my thing.”* But what happens when the person who handles the finances isn’t around anymore? In this episode of *Coffee with Your Retirement Coach*, I sit down with **Coach Nic Yeomans** to talk about how couples can protect themselves — and each other — financially. We break down how to plan, organize, and communicate around money, even when it feels uncomfortable or confusing. Whether you’re the spouse who...
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Can I Retire with $2.4 Million at Age 58? - Episode 45
Coffee with Your Retirement Coach
You asked, and we listened. In this episode of Coffee with Your Retirement Coach, we tackle one of the most common questions we get: "I’m 58 and have $2.4 million saved. Can I retire?" But as you'll hear, it’s not just about the number on the page. We dive deep into what that figure could mean for your income, lifestyle, taxes, healthcare, and overall retirement vision. Join us as we break down the math behind the 4% rule and explore the often-overlooked factors that make or break a retirement plan—things like purpose, timing, Social Security strategy, and where and how you want to live....
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$5 Million Windfall — Now What?
Coffee with Your Retirement Coach
What would you do if your company sold, your stock was cashed out, and you suddenly found yourself with $5 million in hand? In this episode, Nic and I dive into the reality of experiencing a once-in-a-lifetime windfall and all the opportunities — and challenges — that come with it. We explore the first critical steps you need to take before making big financial decisions, from understanding the tax implications to planning for long-term income and security. Whether you’re dreaming of retiring tomorrow or just trying to figure out what Uncle Sam’s cut will be, this conversation...
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You Hit Your Retirement Number. Now What?
Coffee with Your Retirement Coach
You’ve done it—you hit your retirement number. 🎉 Now what? In this episode, Nic and I walk through how to shift from saving to spending with intention: building a paycheck from your portfolio, deciding when (and how) to use Roth dollars, and coordinating taxes and healthcare so you don’t accidentally create avoidable costs. We also talk through a real-world success story and the four biggest takeaways I want you to leave with—without spoiling the details. If you’re wondering how to turn a lifetime of saving into a confident, sustainable retirement income plan, press play. ...
info_outlineIn this special Thanksgiving episode, we explore how cultivating an attitude of gratitude can be a game-changer for your mental wellbeing - even when you've achieved significant success in life. I share why some of the most accomplished people can actually feel miserable despite their achievements, and how a simple gratitude exercise can transform your perspective during challenging times.
My colleagues and I discuss our favorite Thanksgiving traditions (I'm partial to deviled eggs while my co-host loves smoking turkey), but we quickly dive into the powerful psychology behind gratitude practices. You'll learn a proven four-step exercise that can pull you out of negativity and help you recognize your progress, even when you feel stuck in "the gap" between where you are and where you want to be.
TIMESTAMPS
00:00 - Thanksgiving traditions and holiday favorites
01:49 - Why gratitude matters during challenging holiday seasons
03:56 - The paradox: Why successful people often feel unhappy
06:09 - The Positive Focus Exercise: How to count your wins
09:46 - Turning appreciation into action: The full 4-step process
12:08 - How helping others creates a happiness advantage
13:22 - The "Accidental Hero" story: Finding joy in unexpected places
14:49 - Simple ways to be a blessing to others this season
16:34 - How to share your gratitude stories with us
LINKS & RESOURCES
📧 Email us your gratitude stories: connect@yourretirementcoach.com
đź“š Book Recommendation: "The Happiness Advantage" by Shawn Achor
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CLOSING THOUGHTS
The holidays can be a mixed bag of emotions for many people. Whether you're feeling blessed or struggling through a difficult season, I hope this episode gives you practical tools to find moments of gratitude. Remember, sometimes the smallest gestures of kindness - whether given or received - can make the biggest difference. If you found value in these insights, please like this video, leave a comment sharing what you're grateful for, and subscribe for more retirement wisdom.
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