Childfree Wealth®

Dr. Jay Zigmont, CFP® & Bri Conn
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Sep 10, 2025 • 33min

Unpacking Your Perks: Making the Most of Your Employee Benefits with Christy Smith, Ep 155

Ever feel like your employee benefits package is a mystery? You're not alone! In this episode, Bri sits down with benefits expert Christy Smith from The Horton Group, a Marsh & McLennan Agency, to demystify the world of workplace perks. Christy, who has extensive experience in HR and as an employee benefits broker, shares insights on everything from health, dental, and vision insurance to the often-overlooked benefits like disability and legal support. Get ready to learn how to ask your HR team for new benefits (yes, you can do that!) 2, why understanding your options is crucial, and the surprising ways some companies are making benefits more inclusive (think doggy daycare!). Plus, we dive deep into the power of Health Savings Accounts (HSAs) and why they might be your secret weapon for retirement savings. Tune in and empower yourself to make the most of your workplace benefits!Timestamps:- 00:52: Christy's journey from HR to employee benefits broker.- 02:24: Common misconceptions about workplace benefits and how to approach your HR team.- 06:41: Navigating multiple health plan choices and software to assist in decisions.- 09:50: The evolution of vision and dental insurance.- 13:17: Inclusive benefits like "doggy daycare" and pet insurance.- 15:56: The importance of understanding company culture for tailored benefits.- 18:48: Deep dive into short-term and long-term disability, including state-paid leave benefits.- 23:14: Understanding legal benefits and Employee Assistance Programs (EAPs).- 27:50: The one employee benefit Christy wishes everyone would maximize (hint: it's about retirement!).- 33:28: Key advice for open enrollment season.Connect with Christy:- LinkedIn http://www.linkedin.com/in/christy-smith-cebs-49283810 - The Horton Group, a Marsh & McLennan Agency https://www.thehortongroup.com/  The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Sep 3, 2025 • 49min

The $14 Million "Problem": Jennifer's Journey to a Joyful, Work-Optional Life, Ep 154

Join us for a truly inspiring conversation with Jennifer, who's redefining retirement on her own terms! We dive deep into her desire to retire sooner rather than later, ideally without a mortgage still in play, and how she's navigating the unpredictable market with confidence. Jennifer shares her vision for a leisure-filled life, complete with travel, daily exercise, home-cooked meals, and plenty of reading. You'll hear about her "practice retirement" weekends and the joy she finds in simple, nurtured moments. We also explore the emotional aspects of transitioning from a fulfilling career, the surprising financial realities of her robust savings, and why paying off the house isn't always the only answer. Get ready to challenge your own notions of retirement and discover how to design a life that truly brings you joy!In this episode, we cover:Jennifer's vision for retirement and why she wants to retire as soon as feasible.The emotional journey of preparing for retirement and practicing leisure time.Jennifer's current travel budget and future travel aspirations. The dilemma of paying off a mortgage before retirement.Insights into Jennifer's financial situation and "the $14 million problem."Exploring phased retirement and reducing work hours. Strategies for accessing retirement funds before age 59 1/2, including 72T elections.The psychological shift from saving to spending in retirement.Considering long-term care and end-of-life planning.Optimizing investments and understanding Roth conversions.Mentioned in this Episode:- The Purpose Code by Jordan Grumet, MD The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Aug 27, 2025 • 45min

The Hidden Costs of Passion: How It Can Lead to Burnout and What to Do About It with Jennifer Gray, Ep 153

Ever feel like your passion is actually… burning you out? This week, we're diving deep into the often-unseen downsides of passion-driven work with licensed mental health therapist and entrepreneurial wellness specialist, Jennifer Gray. We explore how that fiery drive can unknowingly fuel overwork, blur your personal identity, and even make you blind to burnout.Jennifer, who started her career in finance before realizing her true calling was in helping people build sustainable careers, shares her insights on why high-achievers often struggle with boundaries. We discuss how to recognize when your nervous system is dysregulated and practical steps to create "passion-free zones" that protect your well-being and fuel your creativity outside of work. If you've ever found yourself working at 3 AM because an idea popped into your head, this episode is for you!Timestamps:🔹00:43 - Jennifer's journey into therapy and working with entrepreneurs🔹02:28 - Defining ambitious, high-achieving individuals🔹04:28 - Why people seek therapy for burnout and unfulfillment🔹06:34 - Recognizing the need for help and overcoming resistance🔹13:48 - The hidden downsides of passion-driven work🔹18:17 - Practical ways to set and enforce boundaries🔹24:56 - Understanding nervous system dysregulation and its impact🔹31:29 - The challenge of perfectionism and the "A student" mentality🔹38:53 - The "worth it" test and navigating discomfort🔹45:58 - Creating "passion-free zones" in a remote work worldConnect with Jennifer:+ Jennifer Gray Counseling https://www.jennifergraycounseling.com/ + Instagram https://www.instagram.com/jennifergraycounseling + LinkedIn https://www.linkedin.com/in/jennifergraylpc/  The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Aug 20, 2025 • 30min

I'll Make You Quit Your Job - Pt. 3: The How, Ep 152

Ever dreamed of quitting your job but wondered, "How the heck do I actually do it?" This episode is for you! In the final episode of our “I’ll Make You Quit Your Job” series, we’re diving deep into the mechanics, finances, and structure needed to make that leap when you've decided it's time for a change. Bri and Dr. Jay discuss how much money you need to save before jumping ship, emphasizing the importance of an emergency fund and having a plan.We explore different scenarios, from barely making ends meet to having a fully funded emergency fund, and discuss the often-overlooked aspects like potential pay delays when switching jobs. Plus, we get into the nitty-gritty of planning a "sabbatical" — Dr. Jay's ideal six-month plan for decompressing, soul-searching, and trying out new things before making your next big career move.We also tackle the common fear of healthcare (spoiler: it doesn't have to trap you!) and even discuss how being laid off could surprisingly be a good thing. For couples, we cover the "gardener and the rose" approach to career changes, and for everyone, a crucial reminder to question everything—including where you live—to truly find happiness. Tune in to learn how to simplify your finances so your life can be amazing!Timestamps:🔹00:30 - How much money do you need to save before quitting your job?🔹01:00 - The importance of an emergency fund and having something else lined up.🔹03:00 - The ideal three to six-month plan for a career transition.🔹03:30 - Jay's six-month sabbatical plan: decompress, discover, and try.🔹07:45 - Using AI or a thinking partner for career exploration.🔹11:40 - Navigating healthcare when changing jobs or taking a sabbatical.🔹14:30 - The surprising benefits of a strategic layoff.🔹19:00 - Questioning your location and lifestyle for greater happiness.🔹24:50 - Timing your departure for bonuses or stock options.🔹27:50 - Being prepared for your employer's reaction when you give notice.Mentioned in this Episode:🔹 I’ll Make You Quit Your Job Pt. 1 https://www.buzzsprout.com/2002436/episodes/17514288 🔹 I’ll Make You Quit Your Job Pt. 2 https://www.buzzsprout.com/2002436/episodes/17466054 🔹 The Gardener and the Rose https://childfreewealth.com/resources/gardener-rose/ 🔹 The Gardener and the Rose with Heathe The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Aug 13, 2025 • 34min

Quitting Amazon: Stephanie Ramos’ Inspiring Story on Designing a Life You Love, Ep 151

In this engaging conversation, Stephanie Ramos, a former Amazon employee who became "LinkedIn famous," shares her inspiring journey to financial independence. She reveals how quitting a corporate job without a safety net allowed her to prioritize well-being over wealth. Stephanie discusses her path from teaching to becoming a self-made millionaire, emphasizing the power of simplifying finances and aligning daily actions with life goals. She highlights the emotional shift from saving for security to spending for joy, encouraging listeners to design a fulfilling life.
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Aug 6, 2025 • 28min

I'll Make You Quit Your Job - Pt. 2: The Why, Ep 150

What if the biggest thing standing between you and a better life… is your job?In this episode, Bri and Dr. Jay get real about why so many Childfree people stay in jobs they hate—and what it would take to finally walk away. From financial fears to cultural expectations to the ever-persistent voice in your head saying, “but it’s good money,” we unpack the emotional and practical sides of career change.You don’t have to be stuck. And you definitely don’t have to do it alone.⏱️ Timestamps:(00:01) The episode that made people actually quit their jobs(02:00) Are you trading your happiness for a paycheck?(03:15) Why the “25-year career plan” is outdated(06:15) Who picked your job—you or someone else?(10:25) Seasons of life, identity shifts, and rediscovering passion(14:00) If your job causes pain, you can walk away(17:30) Working with purpose vs. burning out for money(20:00) Career changes as value-driven life decisions(24:00) The financial (and emotional) math of quitting(26:25) Therapy, coaching, and building a support system(27:30) You don’t need to suffer through the rest of your careerMentioned in this Episode:REPLAY: I'll Make You Quit Your Job Pt. 1 https://www.buzzsprout.com/2002436/episodes/17514288The Gardner and the Rose: https://www.buzzsprout.com/2002436/episodes/13190469 The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Jul 30, 2025 • 22min

REPLAY: I'll Make You Quit Your Job - Pt. 1, Ep 149

What happens when your financial planner keeps telling clients to quit their jobs? Dr. Jay Zigmont, CFP® and Bri Conn, CFP® unpack the now-infamous tagline: "I'll Make You Quit Your Job." From sabbaticals to soul-searching, this conversation is full of real talk, tough love, and a refreshing challenge to the status quo—especially for the Childfree crowd.  🔹 00:30 – Why Bri says Dr. Jay's tagline should be “I’ll make you quit your job” 🔹 02:25 – The truth about job dissatisfaction and the “File” lifestyle 🔹 05:00 – Why your 18-year-old self shouldn't make your lifelong career decisions 🔹 10:00 – Dr. Jay’s three-step sabbatical formula (Netflix included!) 🔹 15:30 – The $100K myth and why money doesn’t buy meaning 🔹 20:00 – The messy magic of making a change—and the light on the other side 🔹 22:00 – Whose voice is in your head... and how to find your ownWhether you're burnt out, bored, or just stuck—this episode dares you to imagine what life could look like if you actually did what you wanted. The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Jul 23, 2025 • 30min

Luxury Aging: What Long-Term Care Looks Like When Money’s Not the Problem, Ep 148

What if aging didn’t have to feel like a downgrade?In this episode, Jay and Bri explore what long-term care can look like when you’ve got the financial resources to design it your way. From high-end independent living communities to cruise ships and even Golden Girls-style co-living, this conversation is packed with creative (and practical!) ways to age with intention, dignity, and—yes—luxury.Whether you're planning for your own care or helping someone else, this episode reminds you: your money should serve your future, not limit it.⏱️ Timestamps:(00:01) Can you age in luxury? A new lens on long-term care(02:00) Aging at home: comfort vs. cost(03:50) Why hiring an aging care manager changes the game(06:00) Retirement communities with concierge-level perks(08:00) Golden Girls dreams (yes, even a castle!)(12:00) CCRCs: the "set it and forget it" care model(18:00) What to know about paying for it all—and why inheritance shouldn't come first(25:00) Who will actually make decisions for you?(27:00) Introducing: Childfree Trust® – care, covered.Mentioned in this Episode:The Village on Morehead https://villageonmorehead.com/ RiverWoods https://riverwoodsnh.org/ A Change of Habit: Leaving Behind My Husband, Career, and Everything I Owned to Become a Nun https://www.penguinrandomhouse.com/books/726581/a-change-of-habit-by-sister-monica-clare/ CareAlly https://www.joincareally.com/ Childfree Trust® https://childfreetrust.com/ The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Jul 16, 2025 • 32min

Who Takes Care of You When You Can't? Long-Term Care Planning with Scott Barnes, CFP®, CLTC®, Ep. 147

Long-term care is one of the most complicated and overlooked parts of financial planning, especially when you're Childfree. Without kids to step in, who actually takes care of you when you can’t? In this episode, Dr. Jay sits down with Scott Barnes, CFP® and CLTC®, to explore what care really costs, what insurance does (and doesn’t) cover, and how to start building a plan you can trust.We'll cover:[1:21] Talking to your partner or planner about future care[2:41] Why Medicare won’t help and Medicaid only steps in once you’re broke[5:07] How much to set aside if you plan to self-fund[6:28] When it makes sense to consider long-term care insurance[12:08] Who qualifies for coverage and when to apply[14:47] What insurers look for and how to avoid being denied[17:59] Why Medicaid beds are hard to find in nicer facilities[20:14] What to consider if you never end up using your coverage[22:34] The consequences of waiting too long to plan[25:05] What to do if you don’t qualify for insurance[26:48] The difference between standalone and combo long-term care products[27:38] What to watch out for when speaking to insurance brokersThis episode also includes a sneak peek at Childfree Trust®, a new service launching soon to serve as your power of attorney, executor, or trustee if you don’t have anyone to fill those roles. If you’ve ever wondered how to make long-term care decisions when you're solo, this one’s for you.Mentioned in this Episode:* Childfree Trust waitlist: https://childfreetrust.com/* Schedule your Childfree Wealth® Checkup: https://Childfreewealth.com/schedule-a-checkup/* Read more about long-term care: https://childfreewealth.com/resources/long-term-care-childfree/* Get a quote for long-term care insurance through LLiS: https://allis.llis.com/quoterequest * Dr. Jay’s Book "Portraits of Childfree Wealth": https://a.co/d/e4vLB2v The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.
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Jul 9, 2025 • 29min

Values, Not Just Profits: Rethinking ESG with Pete Krull, Ep. 146

In this episode,  Dr. Jay sits down with Pete Krull, a pioneer in sustainable investing, to unpack what it really means to align your money with your values. They explore how ESG has become politicized, what the media gets wrong about ethical investing, and why ‘green hushing’ might be the most honest thing happening in finance right now.Whether you’re new to ESG or skeptical of it, this episode offers a grounded, practical look at how your portfolio can reflect the future you want to see—without losing sight of performance.Chapters00:00 Investing with Values: An Introduction01:11 The Political Landscape of Sustainable Investing03:05 Understanding ESG: Definitions and Misconceptions06:50 The Shift to Sustainable, Resilient, and Innovative Investing10:20 Balancing Growth and Sustainability12:43 The Complexity of Ethical Investing15:50 Navigating Investment Choices and Trade-offs19:53 The Long-term Perspective on Sustainable Investing22:58 The Process of Building a Sustainable Portfolio27:29 Green Hushing: The Quiet Shift in ESG Practices29:39 Conclusion and Resources for Sustainable InvestingMentioned in this Episode:- Pete Krull from Earth Equity Advisors: wwww.earthequityadvisors.com- Sustainable Investing by Pete Krull: https://www.sustainableinvestorbook.com- Earth Equity Advisors Facebook Page: https://www.facebook.com/EarthEquityAdvisors- Connect with Pete on LinkedIn: https://www.linkedin.com/in/pkrull/- Pete's Podcast, My Dollars & Change: https://www.earthequityadvisors.com/dollars-change/ The Childfree Wealth Podcast, hosted by Bri Conn, CFP®, and Dr. Jay Zigmont, CFP®, is a financial and lifestyle podcast that explores the unique perspectives and concerns of Childfree individuals and couples. Like the show? Leave us a rating & review! If you want to join the conversation, email us at media@childfreewealth.com, follow Childfree Wealth® on social media, or visit our website www.childfreewealth.com! Join our newsletter HERE. Schedule a meeting with a Childfree Wealth Specialist® HERE. Instagram: @childfreewealth Facebook: @childfreewealth LinkedIn: @childfree-wealth YouTube: @ChildfreeWealthPodcast Disclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.

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