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.

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 world

Connect 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.

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.

Ever wondered what it's like to quit a big tech job without a Plan B and actually thrive? Join us for an inspiring conversation with Stephanie Ramos, who went from "LinkedIn famous" to living her best childfree life! Stephanie shares her candid experience leaving Amazon, and how having "F.U. money" allowed her to prioritize her well-being over a paycheck. We dive into her unique financial journey, from starting as a teacher to becoming a self-made millionaire, and how simplifying finances led to an amazing life filled with travel and purpose, not just luxury goods. Stephanie also opens up about the emotional shift from saving for safety to spending for joy, and why having a clear vision for your life is more important than hitting a magic number.

In this episode, we cover:

🔹(0:45) Stephanie's viral experience quitting Amazon and the backstory

🔹(3:40) How financial independence provided the confidence to leave a dissatisfying job

🔹(7:34) Stephanie's journey to becoming a millionaire and her "simple" financial philosophy

🔹(12:46) Redefining "rich" as having time, money, and freedom

🔹(15:06) The importance of aligning daily actions with a future vision for your life

🔹(24:16) Why having money allows you to escape undesirable situations, not just take fancy vacations

🔹(26:14) Stephanie's future plans, including pursuing financial advisement

🔹(32:29) The challenges and rewards of being a soloist and the power of a trusted second opinion

Mentioned in this Episode:

🔹Connect with Stephanie on LinkedIn https://www.linkedin.com/in/stephanie-ramos

🔹So long, Amazon. I quit. https://www.linkedin.com/posts/stephanie-ramos_amazon-resignation-amazonrto-activity-7251693888719974400-tOYJ?utm_source=share&utm_medium=member_desktop&rcm=ACoAACh_t8QBnBCK4-1X4rxViyerrK-dj17cqBI

🔹The Spinster Syndicate Subtack https://thespinstersyndicate.substack.com/

🔹A family of one: The ascendance of the solo households https://clearingcustody.fidelity.com/insights/topics/working-with-clients/a-family-of-one-the-ascendance-of-solo-households

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.

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 career

Mentioned in this Episode:

• REPLAY: I'll Make You Quit Your Job Pt. 1 https://www.buzzsprout.com/2002436/episodes/17514288
• The 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.

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 own

Whether 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.

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.

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 brokers

This 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.