Podcast

What Happens When Retirement Comes Before You’re Ready?

Most people have a retirement date in mind, but life doesn’t always cooperate. What happens if retirement comes before you’re ready?

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Retired, But Still Clocking In — Why?

More people in their 60s and 70s are staying on the job than ever before, and it’s not always about the money. Sean digs into the real reasons retirees keep showing up to work.

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Reacting to the Most Watched Retirement Video of the Year

Over the past year, one retirement video on YouTube pulled in 3.7 million views. The title: “Sell These 5 Things Before You Retire.” We thought it was worth a conversation, not to tear it apart, but to react honestly. Does Sean agree?

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The Guilt-Free Vacation: How to Spend on Travel Without Derailing Your Retirement

Today, Sean talks about how travel fits into a real retirement plan and how to enjoy it without guilt.

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From First Conversation to Long-Term Plan- Here’s How We Work

Today, Sean walks through what it actually feels like to work with a firm- from the first conversation to ongoing guidance- so you know what to expect. Every firm can tell you what they do. We’d rather show you.

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A New Way to Save for Retirement Just Got Signed Into Law

President Trump recently signed an executive order aimed at expanding access to retirement savings for the tens of millions of Americans whose employers don’t offer a plan.

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Some People Call It Luck – We Call It a Planning Opportunity

Today, we’re talking about what to do when things go right. A windfall, a surprise, an unexpected financial event. Because good fortune without a plan can unravel faster than you’d expect.

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The Surprisingly Hard Part of Retirement Nobody Warns You About

Most retirement conversations are about saving enough. Today, Sean’s talking about the other side of that. What happens when you’ve saved, you’re there, and you still can’t bring yourself to spend it?

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Reacting To Financial Hot Takes

Financial hot takes can be entertaining, motivating, and occasionally… unhinged

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10 Retirement Myths Too Many People Still Believe

Sean plays MythBusters and takes on ten common retirement beliefs that can quietly undermine a well-built plan.

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What’s New For Retirees & Pre-Retirees in 2026?

What’s changing in 2026 that retirees and pre-retirees should actually care about? This episode walks through the key updates quietly reshaping retirement planning- from Social Security’s cost-of-living adjustment and rising Medicare premiums to new senior tax deductions and expanded catch-up contribution rules.

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5 Most Misleading Things in Finance

In this episode, Sean reveals the five most misleading tactics people encounter, from slick sales brochures to “guaranteed” returns that sound too good to be true.

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How Would You Invest a Million Dollars?

What should you do if you suddenly had $1 million to invest? Sean looks at how three financial advisors answered that question, and why the real answer isn’t a single portfolio, but a personalized plan.

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Do Your Feelings Belong in Your Financial Plan?

Most people think financial planning is about calculators, spreadsheets, and strategies. But that’s only half the story.

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The Hidden Costs of Having Multiple Financial Advisors

Some people believe having two financial advisors means double the wisdom, but does that really yield double the benefit? Today, Sean explains why working with multiple advisors can create conflicting advice, overlapping investments, and tax inefficiencies.

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October is Financial Planning Month: Here’s Your Checklist

October is known for cooler weather, pumpkins, and Halloween. But did you know it’s also Financial Planning Month?

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Should You Take Social Security Early? Let’s Break It Down!

If your parents died relatively young, it’s natural to wonder what that might mean for your own future. From a financial standpoint, that uncertainty raises tough questions: should it change how you plan for retirement, or when you decide to start taking Social Security benefits?

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5 Signs You Might Be Wealthier Than You Think

Most people don’t feel wealthy. But what if your day-to-day habits are quietly building serious financial strength?

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Big Beautiful Bill Myths Debunked

In this episode, Sean breaks down the One Big Beautiful Bill and clears up some of the biggest myths still circulating.

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