Building an Enduring Business: Trust, Relationships, Financial Psychology & Long-Term Growth with Chris Bailey (Ep. 27)

Building an Enduring Business: Trust, Relationships, Financial Psychology & Long-Term Growth with Chris Bailey (Ep. 27)

Building a successful business is one thing. Building one that endures for decades is another. In this episode of the Planning Perspectives Podcast, Jamie Hopkins and Kate Duffy sit down with Chris Bailey, Founder and CEO of Bailey Brand Consulting, to discuss the principles that have helped his firm thrive since 1985. From leadership and …

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How Psychology Influences Financial Decisions: Understanding the Emotional Side of Money (Ep. 26)

How Psychology Influences Financial Decisions: Understanding the Emotional Side of Money (Ep. 26)

Your past experiences, emotions, beliefs, and mindset can have a powerful influence on how you spend, save, invest, and make financial decisions, even when the numbers seem straightforward. In this episode, Jamie Hopkins and Kate Duffy explore the growing field of financial psychology, examining how emotions, behavioral patterns, and money beliefs shape financial decision-making. They …

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Building Futures Beyond Sports: A Conversation with Kenny Holdsman (Ep. 25)

Building Futures Beyond Sports: A Conversation with Kenny Holdsman (Ep. 25)

What happens when a successful career no longer aligns with your values, strengths, and sense of purpose? Many professionals reach a point where they rethink how they want to make an impact and what meaningful work looks like. In this episode, Jamie Hopkins and Kate Duffy sit down with Kenny Holdsman, co-founder, president, and CEO …

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How Much Is Enough? The Real Retirement Question (Ep. 24)

How Much Is Enough? The Real Retirement Question (Ep. 24)

How much is enough for retirement, and what does a successful retirement really look like? While many people focus on reaching a specific savings number, the bigger challenge is building a plan that supports the life they want to live and gives them confidence to actually enjoy it. In this episode, Jamie Hopkins and Kate …

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Beyond the Documents: Estate Planning with Garrett Spangler, JD, LLM (Ep. 23)

Beyond the Documents: Estate Planning with Garrett Spangler, JD, LLM (Ep. 23)

Estate planning is often seen as something for the wealthy or something to tackle later—but the reality is far more immediate. The decisions you make today can shape how your loved ones navigate difficult moments in the future. In this episode of The Planning Perspectives Podcast, Jamie Hopkins and Kate Duffy are joined by Garrett …

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2026 Mid-Year Economic Outlook: Inflation, AI & Consumer Resilience with Andrew Davis, CFA (Ep. 22)

2026 Mid-Year Economic Outlook: Inflation, AI & Consumer Resilience with Andrew Davis, CFA (Ep. 22)

Is the economy slowing down, or is it simply returning to a more normal pace? With headlines pulling attention in different directions, it can be difficult to separate short-term noise from the longer-term trends that may shape financial decisions and investment outcomes. In this episode of the Planning Perspectives Podcast, Jamie Hopkins and Kate Duffy …

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Healthcare Leadership Awards: Conversations with 6 Philadelphia Leaders (Ep. 21)

Healthcare Leadership Awards: Conversations with 6 Philadelphia Leaders (Ep. 21)

This special live episode of the Planning Perspectives Podcast, recorded at the Philadelphia Business Journal’s Healthcare Awards, features a series of short, high-energy conversations with six leading healthcare executives and innovators. Each guest offers a concise perspective on the most pressing challenges and opportunities shaping healthcare today, creating a dynamic snapshot of an industry undergoing …

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Rethinking Retirement Plans: Easier, Smarter, More Valuable with Jacqueline Reeves (Ep. 20)

Rethinking Retirement Plans: Easier, Smarter, More Valuable with Jacqueline Reeves (Ep. 20)

Retirement plans have long been seen as expensive, complex, and difficult to manage—especially for small businesses. But that perception is changing. In this episode of the Planning Perspectives Podcast, Jackie Reeves joins Jamie Hopkins and Kate Duffy to explore what’s different today, the opportunities many employers may be overlooking, and why taking a fresh look …

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Roths Decoded: Timing, Taxes, and the Power of Flexibility (Ep. 19)

Roths Decoded: Timing, Taxes, and the Power of Flexibility (Ep. 19)

Roth accounts can shape how and when taxes are paid, but the right choice depends on timing, income, and long-term goals. How can savers use Roth planning to create more flexibility before and during retirement? In this episode, Jamie Hopkins and Kate Duffy explain how Roth IRAs, Roth 401(k)s, conversions, and backdoor Roth contributions fit …

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Fearless Growth in Hospitality: Building Without Losing Your Culture with Sydney Grims (Ep. 18)

Fearless Growth in Hospitality: Building Without Losing Your Culture with Sydney Grims (Ep. 18)

Growth can look exciting from the outside—but behind every new location, partnership, or expansion are tough calls, people challenges, and the constant pressure to get it right. So how do you scale a business without losing the culture that made it successful in the first place? And what does it really take to build a …

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