Childfree Life by Design

In this crossover episode, Dr. Jay Zigmont, CFP® sat down with Dr. Bill Yount, host and founder of the Catching Up to FI podcast, for a conversation that starts where most financial conversations never go. Bill recently hit financial independence and found himself in what he calls the fog of FI -- that disorienting stretch after you reach the number and realize the number was never really the point. He and Dr. Jay compare notes on ...

Every major life change comes with a to-do list most people don't think about until they're already in the middle of it. The job switch that leaves you a month without a paycheck. The move that triggers a tax bill from a state you no longer live in. The divorce where nobody updated the beneficiary and the ex-spouse got the pension.

Being Childfree means more flexibility to make bold moves. It also means more responsibility...

In this episode, Bri Conn CFP®, Dr. Jay Zigmont, CFP®, and Maddy Roche share four real client stories, the kind that start with someone doing everything more or less right, and then life intervening in ways nobody planned for. 

These stories are not cautionary tales. They are honest, human reminders that planning is not about predicting the future, it is about being ready for the version of it that actually shows up.

In This Episode,...

In this episode, Bri Conn CFP® sits down with Hillary, a client who is Childfree not by choice, for a real-life Childfree Wealth® checkup. Hillary has already done much of the emotional heavy lifting, moving through grief, redefining what her future looks like, and arriving at a place of clarity and intention. Now she is ready to match that clarity with a financial plan that actually fits her life.

What unfolds is an honest, grounde...

Sister Monica Clare knew from a young age that marriage and children were not her calling. She just spent decades being told otherwise. By the time she made it to the Groundlings in LA, she had checked every box society handed her: the career, the marriage, the full script, and none of it fit. What came next was a $150,000 debt payoff, a cross-country search for a convent that actually aligned with her values, and a vow of poverty ...

Women could not open their own bank accounts without a man's signature until 1974. That is not ancient history. The people who lived through it are still alive. And the financial world Childfree women are navigating today was built in that shadow.

In this episode, Bri Conn, CFP® sits down with Grace L. Williams, financial journalist and author of Give Her Credit, to trace the women's banking movement from a living room in ...

Finances have never been a level playing field for women, and for women who are Childfree, the landscape gets even more specific. It was only 1974 when the Equal Credit Opportunity Act gave women the legal right to open their own credit accounts, and the echoes of that delayed access still shape how women experience wealth, work, and financial security today.

In this episode, Maddy Roche and Bri Conn, CFP®, sit down for an honest co...

In this episode, Maddy Roche sits down with Zeena Regis, MDiv,  Director of Priority Populations at Compassion and Choices, to explore one of the most requested, and most avoided, conversations in the Childfree community: medical aid in dying.

Zeena brings nearly 20 years of end-of-life experience, beginning as a hospice chaplain and evolving into a national advocate for equitable access to end-of-life options. She and Maddy unpack ...

In this episode, Maddy Roche sits down with Chris Dale, CFP®, CeFT®, founder of Life After Grief Financial Planning, to share the real-life story of helping a client navigate aging, medical emergencies, and end-of-life decisions.

From hospice-informed insights to a sudden car accident just weeks after estate documents were signed, Chris walks through what actually happens when someone declines, and why having the right team and pape...

In this episode, Maddy Roche and Bri Conn, CFP®, explain why legal documents alone aren’t enough. Estate plans grant authority. Care plans provide direction. They spell out the details that make real-world care possible: where to find your mailbox key, your alarm code, how to feed your pets, what medical history your doctors should know, and what living with dignity truly means to you.

They also discuss documenting cultural or relig...

Who makes decisions for you when you can't? For Childfree people, the answer has never been straightforward. Dr. Jay Zigmont sits down with Robert Allan and John Steiner from Welon Trust to reveal how they spent two and a half years building something that didn't exist: a trust company designed specifically for the Childfree community.

This episode pulls back the curtain on creating Childfree Trust®. From a 752-page applic...

What happens to your pets if you're suddenly unable to care for them? For Childfree people with animal companions, this isn't just about planning for after you're gone. It's about having a solid plan for emergencies, temporary disability, and ensuring your pets get the care they need when you can't provide it.

Bri Conn, CFP® and Dr. Jay Zigmont, CFP® tackle pet protection planning, from 155-pound English Mas...

Who will make decisions for you when you can't? For Childfree people, that question has never had a good answer until now.

In this episode, Maddy Roche and Dr. Jay Zigmont, CFP® introduce Childfree Trust®, the first nationwide professional fiduciary solution designed specifically for Childfree individuals. After three and a half years of research and development, Childfree Trust® solves a problem that's plagued the Childfr...

The Childfree Life By Design team just got back from CES in Las Vegas, and they're sharing everything: the coolest tech, the weirdest products, and what it's really like to run a booth at the world's biggest consumer electronics show.

From hip airbags and remote dementia diagnosis tools to robot dogs and AI-powered picture frames that clone voices, this episode covers it all. The team also reflects on community connec...

What do you want the second line of your obituary to say? For most people, it reads "father of three" or "survived by spouse and children." For Childfree people, that line looks different. This episode tackles the identity crisis that comes when your career defines you and you're facing a major transition without the traditional markers of legacy.

Dr. Jay Zigmont, CFP® sits down with Drew Blickensderfer, two...

Who's on your bench? When you're building a Childfree life on your own terms, the professionals and teammates you surround yourself with make all the difference in how well you age.

In this episode, Maddy Roche and Bri Conn, CFP®, walk through the essential people you need in your corner, from certified financial planners who understand Childfree planning to aging care managers who can help you navigate long-term care. The...

What if the way you think about wealth is keeping you from building it? In this episode, Dr. Jay Zigmont, CFP® and  Carl Richards, CFP® creator of the Sketch Guy column in the New York Times, sit down to explore how simple drawings unlock profound truths about money and life.

Carl shares the stories behind his most powerful sketches, including the Venn diagram asking "What can I control?" and "What matters?" and ...

Building better financial habits is less about willpower and more about understanding how your brain works. In this episode, Dr. Jay Zigmont, CFP®, and Fiona Waller, MSW, LCSW, CFP® dive into the behavioral side of personal finance, exploring why all-or-nothing thinking keeps you stuck, how to make progress visible, and what the science of habit formation teaches us about lasting change.

Drawing from Dr. Jay's background in adu...

Welcome to a brand new era! After two and a half years as the Childfree Wealth® Podcast, we're excited to introduce Childfree Life By Design. This isn't just a rebrand; it's an expansion of our mission. While finances remain a cornerstone, we're now diving deeper into relationships, career decisions, and designing a life that works for you. In this special relaunch episode, hosts Bri Conn and Dr. Jay Zigmont int...