The Planning Perspectives Podcast

Jamie Hopkins and Kate Duffy

Welcome to The Planning Perspectives Podcast with Jamie Hopkins and Kate Duffy from Bryn Mawr Trust, a WSFS company. In this podcast, we bring you real, relatable conversations on being strategic with your money, thriving as a business leader, and powering through life’s transitions—all through the lens of intentional planning. With over a century of experience and insights from industry-leading guests, we go beyond day-to-day finances to explore the decisions that shape your life’s direction. Because when it comes to planning for the future, you don’t know what you don’t know—and that’s where we come in.

  1. 5d ago

    Building a Legacy: Family, Leadership & Life Beyond the Phillies with Rubén Amaro Jr. (Ep. 29)

    What does it take to navigate success, setbacks, and career transitions at the highest level? Jamie Hopkins and Kate Duffy sit down with former Phillies General Manager Rubén Amaro Jr. for a conversation about family, leadership, resilience, and the lessons that shape a lasting legacy. Amaro reflects on his family’s remarkable baseball journey, from his father’s path from Cuba to the Major Leagues to the values of perseverance, education, and hard work that have guided multiple generations. He discusses the realities of leadership, learning to manage former teammates, developing new skills, and the mentors who helped shape his approach to leading people and organizations. Along the way, Amaro offers insights on handling adversity, building confidence through setbacks, and  creating opportunities for the next generation. Whether you’re leading a team, navigating a career change, or thinking about the legacy you want to leave behind, this episode delivers timeless lessons on growth, leadership, and purpose. Rubén discusses: Why negotiation was the skill he most needed to develop, and how a boss who gave him autonomy helped him build it How he learned to stop measuring his worth by daily results and handle setbacks differently later in his career Why separating himself from teammates who were close friends was the hardest part of moving into the front office Connect with Bryn Mawr Trust:  833-973-7633 LinkedIn: Bryn Mawr Trust Website: Bryn Mawr Trust Connect with Kate Duffy:  LinkedIn: Kate Duffy Connect with Jamie Hopkins:  LinkedIn: Jamie Hopkins Connect with Rubén Amaro Jr.:  LinkedIn: Ruben Amaro, Jr. Website: Philadelphia Phillies About our Guest:  Rubén Amaro Jr. is a former Major League Baseball player, Philadelphia Phillies general manager, and coach whose career has spanned the field and front office. A Philadelphia native and Stanford University graduate, he comes from a baseball family that includes his father, Rubén Amaro Sr., and grandfather, Santos Amaro. After his playing career, he became the Phillies’ assistant general manager and later led the club as general manager. His experiences have shaped his perspective on mentorship, leadership, changing careers, and the importance of education and family.

  2. Oct 14

    Special Needs Trust Planning for Families with Sheila Gibson (Ep. 28)

    Planning for a loved one with special needs can raise difficult questions about benefits, inheritance, caregiving, and what happens when family members are no longer able to provide support. In this episode, Kate Duffy speaks with Sheila Gibson, Senior Wealth Advisor at Bryn Mawr Trust, about special needs trusts and guardianships. They explain how a properly structured trust can preserve assets while supporting access to means-tested government benefits. Sheila also covers trustee responsibilities, letters of intent, inheritance planning, family involvement, documentation, and the importance of building a team that understands a beneficiary’s individual needs.  Sheila discusses: How special needs trusts can preserve assets while supporting access to means-tested government benefits Why leaving an inheritance directly to a beneficiary may unintentionally affect eligibility for public benefits How trustees can use trust assets for therapies, equipment, recreation, transportation, and other personal needs How families, wealth advisors, trustees, and trust and estate attorneys can coordinate long-term planning Connect with Bryn Mawr Trust:  833-973-7633 LinkedIn: Bryn Mawr Trust Website: Bryn Mawr Trust Connect with Kate Duffy:  LinkedIn: Kate Duffy Connect with Jamie Hopkins:  LinkedIn: Jamie Hopkins Connect with Sheila Gibson:  LinkedIn: Sheila Gibson SGibson@bmt.com  About our Guest:  Sheila Gibson is a Senior Wealth Advisor with Bryn Mawr Trust who specializes in special needs trusts and guardianships. She works with individuals and families to help them think through the financial and personal considerations involved in caring for a loved one with special needs, including trust planning, government benefits, trustee responsibilities, inheritance decisions, and long-term care needs. Sheila brings more than three decades of experience to these conversations and emphasizes the importance of coordination among families, caregivers, wealth advisors, and trust and estate attorneys.

  3. Sep 30

    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 mentorship to brand strategy, client trust, and navigating technological change, Chris shares lessons learned from nearly four decades of helping organizations create lasting value. Key Takeaways: Why successful leaders balance short-term results with a long-term vision How mentorship, trusted advisors, and strong relationships can guide critical business decisions Why understanding your organization’s “why” is essential for sustained growth and culture How trust, authenticity, and customer experience contribute to brand value and loyalty What business leaders should consider as AI and technology reshape marketing and consumer expectations Why bigger isn’t always better—and how deep client relationships can create a competitive advantage How convenience and experience are influencing consumer behavior and business strategy today And more. Whether you’re a business owner, investor, or leader looking to build something that lasts, this conversation offers practical insights on growth, brand value, and creating an organization that stands the test of time. Connect with Bryn Mawr Trust:  833-973-7633 LinkedIn: Bryn Mawr Trust Website: Bryn Mawr Trust Connect with Kate Duffy:  LinkedIn: Kate Duffy Connect with Jamie Hopkins:  LinkedIn: Jamie Hopkins Connect with Chris Bailey: LinkedIn: Chris Bailey

  4. Sep 16

    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 discuss the lasting impact of childhood experiences, scarcity mindset, spending habits, and unconscious money scripts on financial behavior. The conversation also explores why financial education alone often isn’t enough to change behavior, how intentional spending can align money with personal values and goals, and why self-awareness is critical for making better financial choices before emotions take over. Key points: How financial psychology connects thoughts, emotions, beliefs, and past experiences with everyday money decisions Why knowing the financially appropriate choice doesn’t necessarily mean you’ll feel ready to follow through with it How childhood money experiences can continue shaping spending, saving, debt, and feelings of scarcity later in life Resources: The Psychology of Money by Morgan Housel The Art of Spending Money by Morgan Housel The Soul of Wealth by Doctor Daniel Crosby Connect with Bryn Mawr Trust:  833-973-7633 LinkedIn: Bryn Mawr Trust Website: Bryn Mawr Trust Connect with Kate Duffy:  LinkedIn: Kate Duffy Connect with Jamie Hopkins:  LinkedIn: Jamie Hopkins

  5. Sep 11

    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 of Philadelphia Youth Basketball (PYB), to discuss career transitions, purpose-driven leadership, and youth development. Kenny shares his journey from practicing law to leading a community-focused organization, and how Philadelphia Youth Basketball uses sports as a gateway to mentorship, education, and opportunity. Kenny discusses: How a career transition helped align his skills, values, and purpose Why youth development requires mentorship, education, wellness, and career readiness How Philadelphia Youth Basketball built a community-centered model for impact The importance of trust and strong community partnerships How long-term planning can expand opportunities for future generations Connect with Bryn Mawr Trust:  833-973-7633 LinkedIn: Bryn Mawr Trust Website: Bryn Mawr Trust Connect with Kate Duffy:  LinkedIn: Kate Duffy Connect with Jamie Hopkins:  LinkedIn: Jamie Hopkins Connect with Kenny Holdsman:  LinkedIn: Kenny Holdsman Website: Philadelphia Youth Basketball About our Guest:  Kenny Holdsman is the co-founder, president, and CEO of Philadelphia Youth Basketball, where he helps young people build brighter futures through mentorship, education, wellness, and career preparation. A former attorney at Ballard Spahr, Kenny shifted from law to youth development to pursue more purpose-driven work. His focus is on expanding opportunities for young people, strengthening community partnerships, and creating lasting impact across Philadelphia.

  6. Aug 5

    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 Spangler, JD, LLM, Senior Wealth Strategist at Bryn Mawr Trust Advisors, to discuss why estate planning goes well beyond transferring assets. They explore the importance of family conversations, the roles of powers of attorney and living wills, and how tools like beneficiary designations, legacy letters, and digital asset planning help ensure your wishes are clearly understood. The conversation also highlights common missteps, the need to revisit plans after major life events, and how thoughtful preparation can ease stress for loved ones when guidance matters most. Key takeaways: Estate planning should address life events, incapacity, and family decision-making—not just wealth transfer Beneficiary designations can override wills, making regular reviews essential Legacy letters and family communication help clarify intentions beyond legal documents Digital assets and life changes require ongoing updates to keep plans current Resources: Bryn Mawr Trust Digital Assets Research Project Connect with Bryn Mawr Trust:  833-973-7633 LinkedIn: Bryn Mawr Trust Website: Bryn Mawr Trust Connect with Kate Duffy:  LinkedIn: Kate Duffy Connect with Jamie Hopkins:  LinkedIn: Jamie Hopkins Connect with Garrett Spangler:  LinkedIn: Garrett Spangler About our Guest:  Garrett C. Spangler is a Senior Wealth Strategist with Bryn Mawr Trust Advisors. In his role, Garrett works with clients on a variety of planning areas such as trust and estate planning, business succession planning, retirement planning, income taxes, and liability exposure. Prior to his role in wealth planning, Garrett practiced tax, estate, and corporate law with an emphasis on international planning at law firms in Philadelphia and the surrounding area. Garrett earned his law degree (J.D.) and Master’s in Taxation (LL.M.) from Temple University’s Beasley School of Law and his bachelor’s degree (B.S.) from Penn State University’s Smeal College of Business. He has also received the CEPA (Certified Exit Planning Advisor) designation from the Exit Planning Institute. In addition to his work with Bryn Mawr Trust Advisors, Garrett spent many years as an adjunct faculty member of Delaware Valley University where he taught Corporate Taxation, Federal Income Taxation, Financial Planning, and Estate Planning. He has also lectured at Temple Law on international tax issues and presented to his peers on tax, business, and estate planning related topics in continuing education courses. Garrett is a member of the bars of Pennsylvania and New Jersey and is admitted to practice before the United States Tax Court.

  7. Jul 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 welcome back Andrew Davis, CFA, Head of Investment Strategy at Bryn Mawr Trust, to discuss the 2026 Mid-Year Economic Outlook. Together, they examine why consumers and businesses have remained resilient despite persistent uncertainty, how inflation and interest rates continue to influence markets, what AI-driven productivity gains could mean for future economic growth, and why investors may be better served by focusing on long-term fundamentals rather than reacting to daily market headlines. Key takeaways: Why consumer and business resilience has continued despite inflation, higher interest rates, and economic uncertainty How the Federal Reserve is navigating inflation, interest rates, and labor market dynamics What artificial intelligence and productivity gains could mean for growth, earnings, and investment opportunities over the coming decade Why today’s interest-rate environment may reflect economic normalization—and why long-term investors should stay focused on fundamentals rather than short-term market noise Connect with Bryn Mawr Trust:  833-973-7633 LinkedIn: Bryn Mawr Trust Website: Bryn Mawr Trust Connect with Kate Duffy:  LinkedIn: Kate Duffy Connect with Jamie Hopkins:  LinkedIn: Jamie Hopkins Connect with Andrew Davis: LinkedIn: Andrew Davis  About our Guest:  Andrew Davis, CFA, is the Head of Investment Strategy at Bryn Mawr Trust Advisors, where he helps shape the firm’s investment outlook, asset allocation decisions, portfolio positioning, and advisor guidance. He specializes in translating complex developments across the economy, financial markets, and public policy into clear, actionable insights for investors. Throughout his career, Andrew has worked at the intersection of economics, investment strategy, and portfolio management. Before joining Bryn Mawr Trust, he held investment strategy and economist roles at SEI, Moody’s Analytics, and the U.S. Bureau of Labor Statistics. Today, he leads the firm’s market and economic research efforts, supporting advisors, clients, and investment decision-making across the organization. He regularly shares his perspectives through market commentary, client presentations, media appearances, and his weekly video series, Two the Point, which helps investors navigate an increasingly complex investment landscape. Andrew is also a frequent media contributor, appearing on outlets including CNBC and SiriusXM to discuss economic trends, market risks, portfolio strategy, and the outlook for investors. His investment philosophy is grounded in disciplined asset allocation, thoughtful risk management, and a long-term perspective, emphasizing the importance of maintaining a consistent investment process through changing market environments. He holds the Chartered Financial Analyst (CFA) designation, an MBA from The Wharton School, and a Master’s degree in Applied Economics from Johns Hopkins University.

Ratings & Reviews

5
out of 5
2 Ratings

About

Welcome to The Planning Perspectives Podcast with Jamie Hopkins and Kate Duffy from Bryn Mawr Trust, a WSFS company. In this podcast, we bring you real, relatable conversations on being strategic with your money, thriving as a business leader, and powering through life’s transitions—all through the lens of intentional planning. With over a century of experience and insights from industry-leading guests, we go beyond day-to-day finances to explore the decisions that shape your life’s direction. Because when it comes to planning for the future, you don’t know what you don’t know—and that’s where we come in.

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