Childfree Insights
Childfree Life by Design
Childfree Life by Design is a podcast for people who are Childfree or permanently childless and thinking seriously about money, legacy, and what comes next. It tackles financial planning, estate planning, and life decisions for adults building a future without children and without a default script to follow. Hosted by experts in financial and life planning, the show cuts through outdated assumptions about family, retirement, and aging. Conversations focus on utilizing wealth, solo aging, long-term care, relationships, and how to plan with clarity when you don’t have kids. This isn’t about just...
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Childfree Insights
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Podcast website
Latest episode
Jul 9, 2026
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Episodes
What Women Need to Know About Money and Starting a Business | Bri Conn, CFP® & Ilaria Rawlins 09.07.2026 38:52
In this episode, Bri Conn, CFP® sits down with Ilaria Rawlins, CEO of Fortuna Bank, to talk about why female entrepreneurs are denied business loans three times more often than their male counterparts, what it actually took to build one of only 15 women-owned banks in the country, and what every woman building a business needs to know about finding a banking partner who is genuinely in their corne...
Solo Aging for Childfree Adults: How to Plan Before You Need To | Dr. Jay Zigmont, CFP® & Carol Marak 01.07.2026 31:24
Carol Marak spent years as a family caregiver before a single, sharp realization changed the course of her life: her parents had three daughters looking out for them, and she was navigating the road ahead solo. Rather than let that fear sit, she turned it into a decade of research, a widely followed community, and a body of work on how to age safely and securely as a soloist, without a spouse or k...
Small Business 101: Starting an AI-Proof Business After 50 | Dr. Jay Zigmont, CFP® & Alli Gage 25.06.2026 34:53
For Childfree adults over 50, the next wave of AI-driven job displacement does not have to be a crisis. It can be the push that finally makes starting something of your own feel not just possible but necessary. In this episode, Dr. Jay Zigmont, CFP® and Alli Gage break down what it actually takes to launch a small business in the second half of life, from the two questions every founder needs to...
Dementia-Proofing Your Future | Bri Conn, CFP®, Melissa Holcombe, DSW, LCSW & Jennifer Crowley 18.06.2026 47:58
In this episode, Bri Conn, CFP® and Melissa Holcombe, DSW, LCSW sit down with Jennifer Crowley, registered nurse, certified life care planner, and founder of The Life Care Experts, for a conversation about what it actually takes to plan for aging with intention. Jennifer has spent over 30 years walking alongside individuals through the most vulnerable chapters of their lives, and she brings a clea...
LGBTQ+ Solo Aging: What Childfree Adults Need to Know | Maddy Roche & Sherrill Wayland 11.06.2026 33:47
In this episode, Maddy Roche sits down with Sherrill Wayland, Senior Director of Special Initiatives and Partnerships at SAGE, the country's largest and oldest organization dedicated to improving the lives of LGBTQ+ older adults. Sherrill brings over two decades of advocacy experience, a deeply personal connection to the community she serves, and a clear-eyed understanding of what it means to...
Business Growth Without the Burnout | Bri Conn CFP® & Nikolai Blinow 04.06.2026 37:45
In this episode, Bri Conn, CFP® sits down with Nikolai Blinow for a conversation about wise mind decision-making, the real definition of rest, and what calm hustle actually looks like when you are building a business on your own terms. Nikolai Blinow built her entire practice around one idea, that you should not have to burn your life down to build a successful business. As a licensed mental healt...
AI and the Future of Work: How Childfree Adults Can Prepare | Dr. Jay Zigmont, CFP® 28.05.2026 35:06
In this episode, Dr. Jay Zigmont, CFP® brings his TED Conference takeaways directly to the Childfree community for a straight-talking look at what the AI economy actually means for people building a future without children. He does not sugarcoat it. The next recession will likely be the one that takes the jobs and does not bring them back, and the people who will be okay are not necessarily the on...
Renting, Buying and Vacation Homes | Dr. Jay Zigmont CFP® & Fiona Waller, MSW, LCSW, CFP® 21.05.2026 31:57
Buying a home has been sold as the responsible, obvious next step for so long that most people have never actually stopped to ask whether it fits their life. Dr. Jay Zigmont CFP® owned homes from age 21 to 45 and now rents. Fiona Waller CFP® works with clients who have spent years in properties they quietly resented. In this episode, they take apart the financial math, the family voices, the passi...
What Longevity Science Means for Childfree Adults | Dr. Jay Zigmont CFP® & Joshua Herring 14.05.2026 35:35
For Childfree adults building a future without a traditional family support structure, the quality of your later years matters as much as the quantity. In this episode, Dr. Jay Zigmont CFP® sat down with Joshua Herring, President and CEO of the Longevity Science Foundation, to talk about what it actually takes to fund the research that could extend not just how long you live, but how well. In Thi...
What No One Tells You About Rental Properties | Bri Conn CFP® & Justin Brown-Woods 07.05.2026 38:05
Rental properties, passive income, and long-distance real estate investing sound great on social media. The reality looks a lot more like what Justin Brown-Woods actually lived -- two properties across Michigan and Ohio, squatters, stolen copper pipes, three evictions in one year, and a net loss of $25,000 on the first property alone. Bri Conn, CFP® sits down with Justin Brow-Woods, Accredited Fin...
You Hit Your Financial Goals. Now What? | Dr. Jay Zigmont, CFP® & Dr. Bill Yount 30.04.2026 43:36
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 poin...
Preparing for Major Life Events | Dr. Jay Zigmont, CFP® & Bri Conn, CFP® 23.04.2026 29:40
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 move...
Life Can Change on a Dime | Bri Conn CFP®, Dr. Jay Zigmont, CFP® & Maddy Roche 16.04.2026 29:17
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 tha...
Planning the Life You Actually Have | Bri Conn CFP® & Hillary 09.04.2026 47:37
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...
Finding Your True Calling When Society Has Other Plans | Bri Conn, CFP® & Sister Monica Claire 02.04.2026 53:14
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 wit...
Women and Credit: The History That Still Shapes Your Finances | Bri Conn, CFP® & Grace L. Williams 26.03.2026 41:14
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 ban...
Money, Independence & the Childfree Woman | Maddy Roche & Bri Conn, CFP® 19.03.2026 26:54
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 C...
Designing Your End of Life | Maddy Roche & Zeena Regis, MDiv 12.03.2026 34:10
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...
Planning Without Next of Kin | Maddy Roche & Chris Dale, CFP®, CeFT® 05.03.2026 36:38
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, an...
The Importance of Care Plans | Maddy Roche & Bri Conn, CFP® 26.02.2026 28:27
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 d...
Building Childfree Trust® - Partnership with Welon Trust | Dr. Jay Zigmont, CFP®, John Steiner, CFA®, & Robert Allan, CFP®, CFA®, CPA 19.02.2026 44:54
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 Chil...
Protecting Your Pets: Emergency Planning & Long-Term Care | Bri Conn, CFP® & Dr. Jay Zigmont, CFP® 12.02.2026 27:11
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...
Childfree Trust®: Who Makes Decisions When You Can't? | Maddy Roche & Dr. Jay Zigmont, CFP® 05.02.2026 29:49
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 pro...
Special Episode 20: CES 2026 | Behind the Scenes of the World's Biggest Tech Show 30.01.2026 29:22
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 te...
Legacy Without Lineage: Leadership Lessons from NASCAR | Dr. Jay Zigmont, CFP® & Drew Blickensderfer 29.01.2026 38:50
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® sit...
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