The Whole Wealth Journey

Gebhardt Group, Inc.

The Whole Wealth Journey podcast, hosted by Jim Gebhardt and Matthew Grishman, offers a transformative approach to wealth and personal growth for entrepreneurs seeking Wealth With a Why™. Originally known as Financial Sobriety, the show evolved from Matthew's personal struggle with money and self-worth, to a comprehensive exploration of true wealth and human connection. The podcast now focuses on the concept of Whole Wealth, emphasizing that wealth is more than just financial assets—it's about the people, places, and experiences that truly matter. Jim and Matthew guide listeners through a journey of self-discovery, helping them uncover their unique "why" that drives them forward. Episodes cover a wide range of topics, including personal growth, financial stability, and mental wellness. Jim and Matthew share personal stories, invite guests to contribute their expertise, and provide practical strategies for listeners to implement in their own lives. The show's approach aligns with Gebhardt Group's philosophy of curiosity and compassion, understanding each individual's unique money story and crafting financial solutions that resonate with their deepest values and intentions. Similar to the experience of the firm’s private clients, The Whole Wealth Journey takes podcast listeners through a four-step process: Unpacking Your Story, Defining Your Story, Shaping Your Story, and Living Your Why. This holistic approach helps entrepreneurs not only achieve financial success but also cultivate meaningful relationships, personal fulfillment, and a lasting legacy. By addressing the emotional and psychological aspects of wealth alongside financial advice, The Whole Wealth Journey offers a path to genuine financial wellness and empowers listeners to live a life that is true to their whole selves.You can find Matthew and Jim delivering Wealth With a Why™  at www.gebhardtwholewealth.com

  1. 12/24/2025

    Episode 167: A Holiday Reflection on Wealth, Health and Purpose. (Encore Episode)

    We would love to hear what you have to say about this episode. Please send us a text. Reflecting back to a certain Christmas Eve five years ago, a journey began that reshaped the approach to finances by aligning them with life's true purpose. That pivotal moment, intertwined with unexpected connections and encounters, taught us the value of authenticity and vulnerability, transparency and truth. With stories rich in serendipity and meaningful coincidences, we celebrate the unpredictability of life and the profound impact of embracing it with gratitude. As we continue to navigate the aftermath of global events, effects from the pandemic like supply chain disruptions and the memorable toilet paper shortages, we've unearthed profound lessons in gratitude and resilience. These challenges have been catalysts for personal growth and have altered societal relationships, pushing us towards self-reliance and away from codependency. Our discussions mirror a hero's journey, emphasizing the strength developed through trials and the determination to face future uncertainties with confidence, amidst political and economic anxieties. Finally, we close with a festive reimagining of a reading by Matthew of his interpretation of "Twas the Night Before Christmas," reflecting the Gebhardt Group's unique approach to to your whole wealth journey. As we embrace the joy and gratitude of the holiday season, let's celebrate the power of partnership and our shared mission to help you achieve your dreams and leave you with a greeting for a very merry Christmas holiday and the happiest of healthy and prosperous new years.  Chapter Highlights (00:00) The Whole Wealth Journey Gratitude for connections made on our financial journey, reflections on health challenges, and embracing life's unpredictability. (14:40) Lessons of Gratitude and Resilience Past global events have shaped behaviors and relationships, fostering personal growth and resilience amidst uncertainties. (26:51) The Wealth Journey Festive Celebration How about that night before Christmas? (33:36) Investment Advice Disclaimer Learn more about The Whole Wealth Journey and get periodic updates or helpful content by getting on our email list HERE. Entrepreneurs, exit strategies and personal financial planning before the sale are topics you can count on every episode. You can follow us on Instagram @thewholewealthjourney.

    35 min
  2. 12/04/2025

    Episode 166: Living Your "Why" by Understanding Who, Not How.

    We would love to hear what you have to say about this episode. Please send us a text. In this episode the guys, Jim and Matthew, put a bow on their financial planning framework and talk about what really happens once the plan is “done” and you’re launched into Life 3.0 — the season where you finally get to live your why. They explore what most people actually do the moment they exit a business or retire (hint: it usually starts with a passport), why the first 10 “go-go” years can be the most expensive years of your life, and how that clashes with the industry myth that you’ll only need 70–80% of your working income in retirement. Through real client stories, hear how the best-laid blueprints often change: from restoring a historic Victorian to suddenly moving across the country, or from corporate burnout to a fully expressed creative life. You’ll hear how a thoughtful plan gives you permission to pivot without panic. Most importantly, they unpack the real value of an advisor once the portfolio is built and the wealth gap is closed. It’s not about chasing returns—it’s about having a “family CFO” who walks with you through best times or your worst or final hour. If you’ve created significant wealth and are now asking “What’s next?” this conversation will help you reframe the question you ask your advisor from “How much can you make me?” to “How will you be there for me and my family when it matters most?” Chapter Summaries: (00:00)  Importance of building a supportive team and focusing on "who, not how" in navigating life's challenges with trusted professionals and individuals. (09:37) Launching Into Life 3.0 Retirees transition into new phase of life, living their "why" with higher spending and difficulty making office visits. (16:55) Living Your Why Retirees like Hank and Jill often live vibrant lives, embracing their unique abilities and finding fulfillment in creative pursuits. (29:23) Navigating Life's Financial Challenges Having a trusted financial advisor is crucial for navigating life's challenges, similar to the security provided by insurance. Learn more about The Whole Wealth Journey and get periodic updates or helpful content by getting on our email list HERE. Entrepreneurs, exit strategies and personal financial planning before the sale are topics you can count on every episode. You can follow us on Instagram @thewholewealthjourney.

    40 min
  3. 11/20/2025

    Episode 165: Shaping Your Financial Story. Preparing for Life After the Exit.

    We would love to hear what you have to say about this episode. Please send us a text. This episode continues the financial planning of the entrepreneur as Jim and Matthew pick up in Stage 3 of their four-part process: Shaping Your Story. WIth Jim fresh off an Alice Cooper/Judas Priest concert and Matthew a Vermont fall-foliage wedding, the guys explore how clarity meets action when entrepreneurs begin planning what’s next — their Life 3.0. They challenge the old idea of “What’s your number?” and instead walk through a more nuanced, risk-aware way to structure your assets using their money barrels framework: Now, Soon, Later, and Never. If you’ve ever wondered, “Do I really have enough?” — whether you’re sitting on a couple million or a couple hundred million — this conversation will help you see life after the exit as a strategy. It's not an end point but the next chapter of your whole wealth story. In this episode, you’ll learn: Why gratitude, curiosity, and “firsts” in your 50s (and beyond) matter when planning what’s nextHow Stage 3: Shaping Your Story fits into the Whole Wealth Journey processThe difference between defining your story and actually building Life 3.0Why the old “What’s your number?” commercials and the classic 4% rule can create a false sense of arrivalHow entrepreneurs’ vision of “retirement” differs from traditional work-and-stop modelsThe money barrels approach: separating your wealth into Now, Soon, Later, and Never bucketsWhy Jim and Matthew are passionate risk-managers, not just asset managers — and why cash is an asset classHow to align your investments with when you’ll actually need the money, not just how much you haveChapter Summaries (00:00) Gratitude and Family Celebrations Managing risk through cash reserves, gratitude for a heavy metal concert, and family connections in Vermont. (07:06) Shaping Your Financial Story Integrating personal and financial planning, gaining clarity on desired lifestyle, guiding clients towards fulfilling Life 3.0. (17:15) Retirement Planning and Life 3.0 ING's memorable commercial featuring a tangible retirement "number" sparks discussion on oversimplification, personalized planning, and varied perspectives. (31:25) Planning for Future Wealth Success Financial planning is like managing "money barrels" for risk and growth, adjusting for timeframes and aligning with personal goals. Learn more about The Whole Wealth Journey and get periodic updates or helpful content by getting on our email list HERE. Entrepreneurs, exit strategies and personal financial planning before the sale are topics you can count on every episode. You can follow us on Instagram @thewholewealthjourney.

    39 min
  4. 11/06/2025

    Episode 164: The Entrepreneur's Clarity and the Right to Say "No".

    We would love to hear what you have to say about this episode. Please send us a text. This episode, your hosts, Jim Gebhardt and Matthew Grishman explore the intertwining of financial planning with personal growth, emphasizing the impactful role gratitude plays in their process. They'll discuss the efficiency of the clarity compass, their approach to client financial and personal planning, and share their personal experiences and philosophies on balancing life and work. They also highlight the importance of saying 'no' and how it contributes to a richer, more focused life. Join the guys as they unpack and define both personal and financial stories to help entrepreneurs navigate their wealth own personal journey. 00:00 Introduction to The Whole Wealth Journey 00:52 The Importance of Gratitude 05:02 The Ryder Cup Experience 07:57 Blending Financial and Personal Planning 16:24 Defining Your Future 20:15 The Essence of St. Francis 20:27 A Quick Quack Encounter 21:11 The Importance of Being Interested 21:49 Personal Planning and Assessments 22:30 The Clarity Compass: Secret Sauce 25:22 Memory Dividends and Die With Zero 28:02 The Power of Saying No 36:43 Upcoming Episodes and Conclusion Learn more about The Whole Wealth Journey and get periodic updates or helpful content by getting on our email list HERE. Entrepreneurs, exit strategies and personal financial planning before the sale are topics you can count on every episode. You can follow us on Instagram @thewholewealthjourney.

    39 min
  5. 10/23/2025

    Episode 163: Unpacking Your Story - An Entrepreneurs Journey From Scarcity to Security.

    We would love to hear what you have to say about this episode. Please send us a text. This episode, hosts Jim Gebhardt and Matthew Grishman dive into the concept of work-life balance and reflect on their own journeys towards financial confidence. They discuss the importance of gratitude, building meaningful relationships, and finding clarity in financial decisions. The guys elaborate on their experiences with financial confidence, the significance of understanding clients' personal values, and how intentionality with money can lead to greater fulfillment and empowerment in financial decision-making one faces as an entrepreneur. Chapter Breaks 00:00 Introduction to Work-Life Balance 00:34 Meet the Hosts: Jim and Matthew 00:50 Gratitude Moments 02:35 Special Guest: Daughter Grace in the Studio 04:54 Deep Dive: Financial Conversations 14:29 Understanding Financial Confidence 21:51 The Importance of Intentionality with Money 22:22 Managing Joint and Separate Bank Accounts 23:50 The Power of Visualization in Financial Planning 24:59 Overcoming Financial Anxiety 26:15 The Journey from Scarcity to Abundance 26:36 The Role of Debt in Financial Confidence 28:29 Finding Purpose Beyond Financial Success 31:09 The Importance of Authenticity in Personal and Professional Life 37:14 Defining Financial Confidence and Personal Investment 40:43 Conclusion and Final Thoughts Learn more about The Whole Wealth Journey and get periodic updates or helpful content by getting on our email list HERE. Entrepreneurs, exit strategies and personal financial planning before the sale are topics you can count on every episode. You can follow us on Instagram @thewholewealthjourney.

    43 min
  6. 10/09/2025

    Episode 162: Entrepreneurial Wealth Assessment - Fulfillment Beyond the Financials.

    We would love to hear what you have to say about this episode. Please send us a text. What if the relentless pursuit of wealth is actually keeping you from enjoying it? Join, us, Matthew Grishman and and Jim Gebhardt as we navigate the delicate art of balancing financial success with life’s simple pleasures. We'll explore the transformative concept of "investing in fun" and how it can act as a catalyst for not just joy, but also as a new form of wealth in your life. We open the floor to the emotional journey of becoming empty nesters, which brings newfound financial freedom and the chance to redefine life's goals.  On a more poignant note, we share the heartfelt story of Stevie's unexpected passing, Jim's brother, which served as a stark reminder of life’s fragile nature and the importance of reevaluating priorities. From the shocking late-night call to honoring Stevie's last wishes, this narrative is both raw and revealing. We also take a moment to challenge the work-centric mindset many of us grew up with—illustrated by my a family’s alarm code—and advocate for a balanced approach where fun is a vital ingredient in building experiential wealth. We'll explain our structured process to examine your own money stories and embark on a path toward a future filled not just with financial prosperity, but also well-being and happiness. In so many cases, as we've learned from experience, money is not necessarily what brings one joy. Our F-O-R-M journey we'll take you on, explains it all.  Learn more about The Whole Wealth Journey and get periodic updates or helpful content by getting on our email list HERE. Entrepreneurs, exit strategies and personal financial planning before the sale are topics you can count on every episode. You can follow us on Instagram @thewholewealthjourney.

    37 min
  7. 09/25/2025

    Episode 161: Entrepreneur's Personal Planning Series Wrap-Up.

    We would love to hear what you have to say about this episode. Please send us a text. This episode, your hosts, Jim Gebhardt and Matthew Grishman really get their arms around the entrepreneur's journey as they wrap up the series for entrepreneur's personal planning. This is perfect for that time when the business gets sold or there's an exit and the next steps become mandatory as to what to do. They'll dive into the intersection of personal and financial planning for entrepreneurs teeing up the next steps post exit as well as the next series of episodes. They recap the recent series by by discussing the importance of time management and resistance in daily routines. The episode reflects on the core aspects of personal planning, including health, relationships, values, and experiences. Jim and Matthew emphasize the need for a holistic approach that integrates financial, personal, and business planning to achieve long-term success and fulfillment. They also summarize their four-part financial planning process: unpacking your story, defining your story, shaping your story, and ultimately living your 'why.' With a segment from Guy Raz's "How I Built This", Don Vultaggio from Arizona Iced Tea shares the concerns he has about next steps as he shares what he was told by the owners of Snapple when they sold their business. Poor personal preparation post business sale or exit, is not a healthy process. Practical advice and real-life examples make this episode a comprehensive guide for entrepreneurs looking to balance wealth and well-being as they enter into the next chapter of their lives. Jim mentioned the book, "The Untethered Soul" by Michael Singer. You can find it on Amazon HERE.  00:00 Introduction to The Whole Wealth Journey Podcast 00:46 Gratitude for Resistance 03:45 Health Coaching and Personal Progress 06:39 Recap of Personal Planning Episodes 08:20 The Importance of Personal Planning in Business Transitions 20:38 The Who, Not How Concept 25:06 The Power of the Who, Not How Mindset 26:06 Clarity, Confidence, and Capability 28:32 The Importance of Personal Planning Teams 33:38 Understanding Whole Wealth 34:17 The Seven Asset Classes 45:32 The Financial Planning Process 50:34 Conclusion and Next Steps Learn more about The Whole Wealth Journey and get periodic updates or helpful content by getting on our email list HERE. Entrepreneurs, exit strategies and personal financial planning before the sale are topics you can count on every episode. You can follow us on Instagram @thewholewealthjourney.

    54 min
5
out of 5
28 Ratings

About

The Whole Wealth Journey podcast, hosted by Jim Gebhardt and Matthew Grishman, offers a transformative approach to wealth and personal growth for entrepreneurs seeking Wealth With a Why™. Originally known as Financial Sobriety, the show evolved from Matthew's personal struggle with money and self-worth, to a comprehensive exploration of true wealth and human connection. The podcast now focuses on the concept of Whole Wealth, emphasizing that wealth is more than just financial assets—it's about the people, places, and experiences that truly matter. Jim and Matthew guide listeners through a journey of self-discovery, helping them uncover their unique "why" that drives them forward. Episodes cover a wide range of topics, including personal growth, financial stability, and mental wellness. Jim and Matthew share personal stories, invite guests to contribute their expertise, and provide practical strategies for listeners to implement in their own lives. The show's approach aligns with Gebhardt Group's philosophy of curiosity and compassion, understanding each individual's unique money story and crafting financial solutions that resonate with their deepest values and intentions. Similar to the experience of the firm’s private clients, The Whole Wealth Journey takes podcast listeners through a four-step process: Unpacking Your Story, Defining Your Story, Shaping Your Story, and Living Your Why. This holistic approach helps entrepreneurs not only achieve financial success but also cultivate meaningful relationships, personal fulfillment, and a lasting legacy. By addressing the emotional and psychological aspects of wealth alongside financial advice, The Whole Wealth Journey offers a path to genuine financial wellness and empowers listeners to live a life that is true to their whole selves.You can find Matthew and Jim delivering Wealth With a Why™  at www.gebhardtwholewealth.com