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Scott challenges the idea that financial numbers are the true measure of success and introduces a richer way to think about retirement life. He explores how time, fulfillment, and intentional living often matter more than portfolio size. Let’s shift from chasing “more” to designing a life that aligns with your values and becomes time-rich, not just money-rich.

Here’s what we cover in this episode:

💸 Money Isn’t Winning: Financial success alone doesn’t guarantee fulfillment

🧩 SIPPS Framework Matters: Social, intellectual, physical, purposeful, and spiritual health all matter

🔄 Reframe Your Scorecard: Retirement should optimize life—not just net worth

📅 Time Requires Intention: Freedom means little without purpose and direction

🎯 Living Well Matters: The real goal is becoming rich in time, relationships, and meaning

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📰 Read our latest articles on Kiplinger:

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You can have plenty of money on paper and still feel unsettled in retirement. After decades of saving and doing everything right, many people expect confidence to come automatically. Instead, they hesitate to spend, second-guess their decisions, and worry about the future. Today, Scott explains why retirement isn’t just a math problem- and why feeling secure takes more than simply having “enough.”

Here’s what we cover in this episode:

💸 Why Enough Is Never “Enough”: Confidence doesn’t come from a number alone

🔄 Saver to Spender: Shifting habits is harder than expected

💵 Income Drives Confidence: Reliable income changes how you feel

📉 Market Feels Personal: Volatility hits differently without a paycheck

🔓 Unlock Permission to Enjoy: A plan gives you confidence to actually spend

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This is Part 2 of our Hidden Risks series, and we’re shifting focus to one of the biggest long-term threats to your retirement: taxes. Some risks don’t hit all at once, they slowly wear down your plan over time. Scott breaks down how tax decisions shape your income, flexibility, and long-term outcomes. If Part 1 was about protecting your plan, this one is about keeping more of what you’ve built.

Here’s what we cover in this episode:

💸 Tax Drag: Small inefficiencies add up over time

🪣 Tax Buckets: Where your money sits matters

📉 RMD Pressure: Forced withdrawals can raise taxes

🏥 IRMAA Risk: Income can increase Medicare costs

👥 Survivor Impact: Taxes can rise after a spouse passes

Watch Part 1: The Hidden Risks That Could Derail Your Retirement: What Most People Forget to Protect - https://youtu.be/BY0UpdmV5cg 

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📚🛠️ Check out Scott's book, Exceptional Retirement, and Retirement Toolkit

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This is Part 1 of our Hidden Risks series, where we’re looking at the issues that can quietly derail a retirement plan if they’re not addressed. Most people focus on investments, but that’s only part of the picture. In this episode, Scott walks through the risks that don’t show up on a statement but can still have a major impact. It’s all about making sure your plan is built for real life, not just market performance.

Here’s what we cover in this episode:

⚠️ Beyond Markets: Real risks go beyond investment performance

🛡️ Insurance Gaps: Life and care coverage can be overlooked

📄 Asset Titling: Ownership structure impacts outcomes

📉 Risk & Age: Mistakes matter more later in life

💸 Tax Exposure: Planning gaps can create long-term drag

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📚🛠️ Check out Scott's book, Exceptional Retirement, and Retirement Toolkit

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Kansas City is about to take center stage as it hosts one of the biggest global events with the World Cup, and that spotlight brings a surge of opportunity. Homeowners are asking a simple but powerful question: can you rent out your home during the event and keep the income tax-free? It all points back to a little-known strategy called the Augusta Rule, a tax provision that sounds almost too good to be true, but isn’t as simple as it seems.

In this episode, Scott breaks down what the Augusta Rule actually is, where it came from, and how it applies to real-world situations like the World Cup.

Here’s what we cover in this episode:

⚽ Major events create real financial opportunities

🧾 The Augusta Rule allows limited tax-free rental income

⏱️ 14-day limit is critical—go over and rules change

💸 Pricing must be realistic and defensible

⚠️ The “hassle tax” can outweigh the upside

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Most people buy life insurance once and never think about it again. But by the time you reach your 50s, the real question isn’t just what type you have, it’s whether you still need it at all. As your financial picture evolves, so should your approach to protection, coverage, and long-term planning. Today, Scott breaks down breaks down term, whole, and universal life insurance, and more importantly, how to think about them at this stage of life.

Here’s what we cover in this episode:

🎯 Life Insurance Needs: Your 50s bring a completely different set of priorities

🧩 Understanding Coverage: Start with the problem you’re solving—not the product

🏠 Whole Life Basics: Permanent coverage with specific, limited use cases

🔄 Universal Life: Flexible, but requires ongoing management

💰 Cash Value Reality: Not always the best place for growth

🔍 Review Matters: Most issues come from never revisiting your policy

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See the chart here: https://listentoscott.com/wp-content/uploads/2026/04/GRAPHIC-Retirement-Age-vs-Death-scaled.png

A viral chart is making a bold claim: the later you retire, the shorter you live. It’s eye-catching, easy to share, and—at first glance—convincing. But like a lot of financial content online, it blends real-looking data with misleading conclusions designed to grab attention, not tell the full story. Today, Scott breaks down what the chart gets wrong and why the bigger issue isn’t retiring “too late,” it’s being unprepared for a retirement that could last decades.

Here’s what we cover in this episode:

📊 Viral Chart Myth: Eye-catching data doesn’t always mean accurate conclusions

🔍 Data Breakdown: The chart mixes correlation with misleading assumptions

📉 Real vs Viral: Actual life expectancy data tells a very different story

🧠 Planning Matters: The real risk is not being prepared for a long retirement

⚠️ Study Flaws: Old data and bad interpretations drive viral misinformation

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Today, Scott’s going through the top things people are Googling about AI and retirement and giving you straight answers. The search bar doesn't lie. People are nervous, curious, and trying to figure out what AI means for the life they've spent decades building. Most of the answers are less dramatic than the questions suggest. But those questions are still worth working through with someone who understands your full financial picture.

Here’s what we cover in this episode:

🤖 AI & Job Security: What’s Actually at Risk

📊 AI in Your Portfolio: Hidden Exposure Explained

🧠 Retiring Out of Fear?: The Emotional Side of AI Fear

🔍 AI Financial Advisor: Can You Trust AI with Your Investments?

Resources for this episode: 

The AI Headlines Are Scary. Do Retirees Need To Worry?

https://www.youtube.com/watch?v=9vqwyDjAdj8

Fortune article: https://finance.yahoo.com/news/morgan-stanley-predicts-ai-won-073000488.html 

Invesco’s Winter 2026 DC Participant Pulse Survey:  https://401kspecialistmag.com/dc-participants-open-to-private-markets-and-ai-with-guardrails-invesco-survey/ 

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📚🛠️ Check out Scott's book, Exceptional Retirement, and Retirement Toolkit

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When most people picture retirement, they imagine fewer deadlines, fewer worries and hopefully fewer taxes. But many retirees are surprised to learn their tax bill can actually increase once they stop working. Scott walks through four retirement tax traps that catch people off guard and how proactive tax planning can help reduce lifetime taxes and protect retirement income.

Here’s what we cover in this episode:

⏳ RMD Surprises: Required withdrawals can increase taxable income

🔁 Roth Conversion Timing: Poor timing can trigger higher tax brackets

💰 Social Security Taxes: Benefits can become partially taxable

👫 Widow’s Tax Risk: Surviving spouses often face higher tax rates

📊 Proactive Planning: Early retirement years create tax opportunities

🧠 Coordinated Strategy: Taxes, withdrawals, and Medicare are connected

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🌐 Visit our podcast website:  https://listentoscott.com/

📚🛠️ Check out Scott's book, Exceptional Retirement, and Retirement Toolkit

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#retirement #retirementplanning

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AI headlines are everywhere right now: “jobs disappearing,” “work becoming optional,” and predictions that artificial intelligence will reshape the entire economy. Scott steps back from emotional headlines and looks at what the actual data suggests about AI and the workforce. The real question isn’t whether AI will change the future; it’s whether your retirement plan is flexible enough to handle uncertainty if your timeline shifts.

Here’s what we cover in this episode:

💥 Attention Economy: Headlines aim to provoke emotional reactions

🤖 Job Evolution: AI changes work more than eliminating jobs

📉 Net Job Growth: Automation may create more roles long-term

⚠️ Late-Career Risk: Job loss near retirement has a bigger impact

🧭 Flexible Planning: Retirement plans must adapt to uncertainty

Yale’s Budget Lab article: Evaluating the Impact of AI on the Labor Market

https://budgetlab.yale.edu/research/evaluating-impact-ai-labor-market-current-state-affairs

World Economic Forum article: Future of Jobs Report 2025: 78 Million New Job Opportunities by 2030 but Urgent Upskilling Needed to Prepare Workforces

https://www.weforum.org/press/2025/01/future-of-jobs-report-2025-78-million-new-job-opportunities-by-2030-but-urgent-upskilling-needed-to-prepare-workforces/

Goldman Sachs article: How Will AI Affect the Global Workforce?

https://www.goldmansachs.com/insights/articles/how-will-ai-affect-the-global-workforce

Fortune article: Morgan Stanley predicts AI won’t let you retire early: Instead, you’ll have to train for jobs that don’t exist yet

https://finance.yahoo.com/news/morgan-stanley-predicts-ai-won-073000488.html

Brookings article: Measuring US workers’ capacity to adapt to AI-driven job displacement

https://www.brookings.edu/articles/measuring-us-workers-capacity-to-adapt-to-ai-driven-job-displacement/

📞 Call us: 913-393-4724

🌐 Visit our podcast website:  https://listentoscott.com/

📚🛠️ Check out Scott's book, Exceptional Retirement, and Retirement Toolkit

Download here 👉 https://keap.page/bu413/exceptional-retirement-youtube.html

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What actually happens after your annual review meeting? Is your plan just sitting on a shelf, or is something happening behind the scenes? In this episode, Scott pulls back the curtain and walks through the firm’s annual service calendar, the intentional, season-by-season process that keeps retirement plans aligned, optimized, and protected all year long. If you’ve ever wondered what your advisory team is doing between meetings, this episode is your behind-the-scenes tour.

Here’s what we cover in this episode:

❄️ Winter Positioning: Preparing taxes, RMDs, and income coordination

🌷 Spring Strategy Review: Deep investment analysis and plan recalibration

☀️ Summer Protection Focus: Insurance, cybersecurity, and tax return review

🍁 Fall Precision Execution: Year-end tax moves and income adjustments

☕ Coffee Conversations: Educational events keeping clients informed

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