The Stacking Benjamins Show

StackingBenjamins.com | Cumulus Podcast Network
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Sep 12, 2025 • 1h 4min

How Are You Creating Your Happiest Life? (SB1734)

Paula Pant, founder of the Afford Anything podcast, and Joel Larsgaard, co-host of the How to Money podcast, dive into the idea that money doesn't equal happiness. They discuss Benjamin Franklin's timeless wisdom and the importance of optimism for successful investing. The conversation meanders through topics like the surprising age happiness peaks, parenting pressures, and the key role of friendships in life satisfaction. Expect humorous anecdotes, relatable trivia from 1998, and insights on balancing financial goals with a fulfilling life.
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10 snips
Sep 10, 2025 • 1h 14min

How to Lead (and Evaluate Good Leadership) with David Gergen (SB1733)

In this engaging conversation, David Gergen, a former White House advisor and Harvard professor, shares his insights on effective leadership cultivated over decades of service to U.S. Presidents. He emphasizes the importance of purpose and humility in leadership while revealing personal anecdotes from his experiences in the White House, including humorous moments and lessons learned. Gergen advocates for fostering new leaders amid today’s challenges and discusses how good leadership transcends perfection, blending practical advice with entertaining stories.
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9 snips
Sep 8, 2025 • 1h 11min

Spotting the Sharks: 5 Red Flags Your Financial Advisor Might Be Waving (SB1732)

Discover the five alarming red flags that could mean your financial advisor is steering you wrong. Learn about the importance of fee transparency, and how to evaluate investment recommendations properly. The hosts share humor and historical tidbits while warning against speculative pitches and the pitfalls of so-called 'fun money' accounts. With practical tools and insights, this discussion will help you differentiate between trustworthy guidance and a wolf in sheep's clothing, all served with lighthearted banter.
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10 snips
Sep 5, 2025 • 1h 5min

Outsmarting Unintended Consequences: How Good Money Moves Don’t Go as Planned (SB1731)

In this lively discussion, personal finance experts Jesse Cramer and Paula Pant explore the unexpected pitfalls of seemingly smart money moves. They shed light on how paying off debt can ironically lower your credit score and examine the chaos that can ensue from misguided budgeting tactics. The duo dives into the sneaky traps of credit card rewards and the unintended consequences of government programs. With practical tips and sharp insights, they help listeners navigate the financial maze while ensuring confidence in their choices.
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7 snips
Sep 3, 2025 • 1h 16min

We Answer Your Awesome Questions: HSAs, Roth Conversions, Trusts, and More (SB1730)

Join Anna Allum, a CFP with a unique journey into finance, as she shares her insights on pressing money questions. Discover how to turn your HSA into a retirement tool, the right timing for Roth conversions, and essential details about trusts that could save you money. The conversation dives into the mental side of finances, highlighting the power of a positive mindset. Plus, enjoy some light-hearted humor about AI at fast food joints, proving that financial discussions can be both informative and entertaining!
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15 snips
Sep 1, 2025 • 1h 19min

Unpacking Two Big Ideas: Infinite Banking and Saving For Young Children (SB1729)

Tony Steuer, an insurance expert and host of the Get Ready Money podcast, joins renowned financial journalist Chuck Jaffe, who recently became a grandfather. They debunk the myths surrounding infinite and velocity banking, revealing the pitfalls of permanent life insurance. Chuck shares innovative strategies for saving for young children, including stock portfolios and early Roth IRA tips, ensuring future generations are financially savvy. Their insights balance caution with inspiration, guiding listeners towards smarter financial decisions.
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14 snips
Aug 29, 2025 • 1h 2min

How To Tell Your Boss You Want to Retire Often (SB1728)

This week, negotiator and financial guru Paula Pant joins Jillian Johnsrud, author of 'Retire Often,' to discuss the benefits of mini-retirements. Jillian shares her strategies for negotiating time off without damaging workplace relationships. They explore how planning mini-retirements can enhance life satisfaction and health before full retirement. With humor and personal anecdotes, they inspire listeners to rethink traditional career timelines and advocate for living a retirement-worthy life right now.
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18 snips
Aug 27, 2025 • 1h

Dr. Danielle McGeough's Guide to Avoiding Burnout (SB1727)

Dr. Danielle McGeough, a professor and transformational strategist, dives into the essential topic of avoiding burnout. She highlights early warning signs and shares effective personal rituals to regain joy and balance. The discussion also covers aligning your schedule with core values and setting boundaries to reclaim your time. As a bonus, they tackle the financial clutter of managing multiple 401(k) plans, offering practical tips for consolidation and investment options. Plus, look forward to some lighthearted banter and financial trivia!
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13 snips
Aug 25, 2025 • 56min

The Deceptive Allure of Investing Like the 1% (How We Get Conned) SB1726

Explore the traps in the mantra of 'invest like the 1%' and how it can lead to scammers. Hear cautionary tales like a small-town Ponzi scheme and the fallout from high-yield real estate bets. Get practical tips to spot shady investments and the risks of adding private equity to your retirement. Learn why a solid financial plan beats flashy schemes every time, and enjoy some humorous banter along the way. Finally, discover insights into long-term care insurance and economic strategy, serving up financial wisdom with a side of laughs.
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11 snips
Aug 22, 2025 • 1h 2min

Estate Planning, Charitable Giving, and Financial Hot Takes (SB1725)

Paula Pant, a negotiation expert from Afford Anything, teams up with Jesse Cramer, a financial strategist for long-term investors. They dive into the intriguing debate of giving now versus later and the benefits of donor-advised funds. Discover whether anonymous donations are underrated superpowers or publicity lost. The conversation takes a lighthearted turn with humor and relatable anecdotes, making complex topics like estate planning more accessible, while encouraging you to start those important financial legacy conversations.

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