Podcast

While focused on financial independence and retirement planning, the Boldin Podcast probes guests for insights on additional important topics like money, investing, purpose, meaning, lifestyle, and health.

Hear from financial freedom bloggers, personal finance professionals, gurus of financial planning, noted authors, Nobel laureates, top notch professors, captains of big banking, and more. Past guests have included Morgan Housel (he’s such a good guest, he was on twice), J.L. Collins, J. David Stein, Jack Brennan (the former CEO of Vanguard), and Annie Duke.

You’ll get valuable insights to help you make the most of your money and time.

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Podcast 109: Social Security & Medicare: What’s Changing and What It Means for You with Mark Miller

Steve Chen sits down with Mark Miller to unpack the biggest changes hitting Social Security and Medicare right now.

March 26, 2026

Podcast 107: What Happens Next for CalSavers? With Fiona Ma & David Teykaerts

CA State Treasurer Fiona Ma and CalSavers Director David Teykaerts break down how the state is improving retirement access.

February 5, 2026

Podcast 106: The Automatic Millionaire in an Automated World with David Bach

David Bach joins Steve Chen to discuss The Automatic Millionaire, his IRA Flat Tax idea, RMD delays, retirement spending, and AI in financial planning.

January 22, 2026

Podcast 105: You Can Afford Anything, but Not Everything with Paula Pant

Hear Paula discuss the importance of values-driven money decisions, human-centered strategies for navigating complexity, and her unique Double-I FIRE framework.

December 18, 2025

Podcast 104: Money Confidence for Real Life with Katy Song

Gain real-life money confidence with CFP® Katy Song as she and Steve discuss work optionality and smarter family finances.

October 30, 2025

Podcast 103: How Leslie & Thomas Used Boldin to Retire Early | Real Retirement Stories

Leslie & Thomas share how DIY planning, Boldin tools & weekly money talks helped them retire early and spend confidently in their go-go years.

October 23, 2025

Podcast 102: How Andrea Retired Solo With Confidence | Real Retirement Stories

Discover how Andrea Solarz retired solo with confidence using Boldin, Social Security, and annuities to fund a life of purpose and travel.

October 16, 2025

Podcast 101: Caring for Parents, Planning for the Future with Beth Pinsker

CFP® Beth Pinsker shares lessons on caring for parents—covering wills, POAs, caregiving costs, and planning with compassion and clarity.

October 9, 2025

Podcast 100! Introducing Real Retirement Stories: Meet Mark Eakle

Celebrate Episode 100 of Boldin Your Money! Hear Mark Eakle’s real retirement story—401(k)s, debt-free college, and the power of compounding.

September 18, 2025

Podcast 99: What If You Didn’t Wait? Mini Retirements, Big Life with Jillian Johnsrud

Discover how mini-retirements can create career clarity, freedom & growth. Jillian Johnsrud shares her 4-step framework for intentional time off.

August 21, 2025

Podcast 98: Retired, Not Done – How Scott Garrett Took Control of His Financial Future

Retired early, but not done. Scott Garrett shares how Boldin gave him the confidence to leave work and retire on his own terms.

July 24, 2025

Podcast 97: Money, Marriage, & Raising Financially Fit Kids with Andy Hill

Steve Chen & Andy Hill discuss how to turn negative net worth into Coast FI, spark kids’ money talks & own your family time.

July 10, 2025

Podcast 96: How Not to Invest – Avoiding Big Money Mistakes with Barry Ritholtz

Steve Chen and Barry Ritholtz discuss his new book, How Not to Invest, the tech’s role in finance, and how to build smarter portfolios.

May 29, 2025

Podcast 95: Flipping the Script with Geoff Schmidt from Holy Schmidt

Discover how Geoff Schmidt of Holy Schmidt went from Wall Street to YouTube to teach retirement, Social Security, and financial clarity.

May 22, 2025

Podcast 94: Millionaire Milestones – Building Wealth on Your Terms with Sam Dogen

Steve Chen and Sam Dogen explore the power of compounding, the value of real estate in wealth-building, risk tolerance, and money mindset.

May 8, 2025

Podcast 93: Five Years Later – White Coat Wisdom with Dr. Jim Dahle

Steve Chen and Jim Dahle discuss investing philosophy, simplifying wealth, estate planning for kids five years after their first conversation.

April 25, 2025

Podcast 92: Making Sense of Social Security with Devin Carroll

Steve Chen and Devin Carroll cover the evolution of financial advice, Social Security, and why education is the foundation of confidence.

April 17, 2025

Podcast 91: Tariffs, Markets & The Macro Story with Mike Himmelfarb

Steve Chen and Mike Himmelfarb unpack the sweeping impact on global markets, economic strategy, and personal finance.

April 10, 2025

Podcast 90: Money, Mindfulness & Mastery with Leisa Peterson

Leisa Peterson, financial coach and author of Mindful Millionaire, discusses the impact of scarcity mindset and financial confidence.

March 20, 2025

Podcast 89: Boldin Your Wealth with Jackie Cummings Koski from Catching Up to Fi

ackie Cummings Koski, co-host of Catching Up to FI, talks about overcoming poverty, divorce, and single motherhood to achieve financial independence.

March 13, 2025

Podcast 88: Invest with Impact with Toussaint Bailey

Toussaint Bailey, CEO of Uplifting Capital, discusses his journey from law to wealth management and aligning wealth with impact.

February 27, 2025
Podcast Michael Richardson

Podcast 87: Retirement Ready – Confidence, Planning, and Purpose with Mike Richardson

Mike Richardson, former SVP and CTO of Nationwide, retired at 55. He describes how he navigated early retirement and redefined his purpose.

January 30, 2025

Podcast 86: Pioneering Fintech and the Future of Money with Mark Goines

Listen to Steve Chen and Mark Goines discuss the keys to scaling innovations, mastering distribution, and how AI is transforming the future of financial services.

December 20, 2024

Podcast 85: Living with Intention, Insights from Christine Benz on Retirement Success

Listen to Steve Chen and Christine Benz discuss her new book, “How to Retire: 20 Lessons for a Happy, Successful, and Wealthy Retirement. Packed with actionable insights.

December 5, 2024

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