Why a Savvy Investor Paid $16.5M for a Pokémon Card

The Family Office View of Risk (Originally on Risk Ready)

What does risk management actually mean to a family managing $100M+ in assets, multiple business interests, collectible collections worth tens of millions, international real estate, and a multi-generational legacy plan?  In this bonus episode, Tom Ruggie explores the family office perspective on protecting wealth with Bryant Kolle, host of PRMA's Risk Ready podcast. Originally aired on Risk Ready.  Tom shares how multifamily offices act as coordinators across investments, estate and tax planning, insurance, governance, and long-term risk management. He discusses the shift in how family offices evaluate risk: from transactional insurance purchasing to a comprehensive framework that addresses cybersecurity, reputational exposure, digital privacy, domestic staffing, travel safety, and the rapidly appreciating physical assets many high-net-worth families are accumulating.  Key themes include:  - Why Tom's own collectibles collection (which appreciated 10X in a decade) sparked a reckoning with family preparedness and what wealth protection actually means - How to evaluate whether a family's protection structure aligns with their true exposures - What separates a trusted advisor from a vendor in the eyes of affluent families - The emerging risks keeping family offices up at night: cybersecurity, geopolitical exposure, and AI-driven market shifts - How to balance personal freedom and lifestyle with the reality that significant wealth comes with significant responsibilities - Why "peace of mind" is the ultimate goal, and what that requires operationally  This episode is essential listening for wealth advisors, family office professionals, and anyone serving affluent families who want to understand how they actually think about protection, trust, and long-term planning.  Learn more about Destiny Family Office: destinyfamilyoffice.com [https://www.destinyfamilyoffice.com] Learn more about PRMA (Private Risk Management Association): privateriskmanagement.org  [https://www.privateriskmanagement.org] Listen to the original episode on Risk Ready: Risk Ready Podcast - The Family Office View of Risk [https://www.privateriskmanagement.org/riskready-s2e3] Subscribe to Significance of Wealth - Available on Apple Podcasts, Spotify, YouTube, and destinyfamilyoffice.com/podcast. The views, thoughts, and opinions expressed in this podcast belong solely to the host and/or guests and do not necessarily reflect the views of Destiny Family Office, LLC or its affiliates. Nothing discussed should be construed as investment advice, an offer, solicitation, or recommendation to buy or sell any security, investment product, or strategy. Investment advisory services are offered through Destiny Family Office, LLC, an SEC-registered investment adviser. Registration with the SEC does not imply any level of skill, training, or favorable outcome. This podcast and any related materials are provided for informational and educational purposes only and are not intended as a substitute for personalized investment, legal, tax, or accounting advice. Destiny Family Office is neither a law firm nor an accounting firm, and no portion of this content should be construed as legal or accounting advice. Listeners should consult their own advisors regarding their specific financial circumstances before making any investment decisions.  Discussions may include references to private, alternative, or illiquid investments. Such investments are speculative, involve a high degree of risk, may involve limited liquidity, and are not suitable for all investors. Alternative investments are intended only for investors who meet applicable eligibility requirements, such as Accredited Investor or Qualified Purchaser standards. Past performance is not indicative of future results, and no assurance can be given that any investment strategy will be successful or achieve its objectives. Any references to specific investments, strategies, or market outcomes are for illustrative purposes only and should not be assumed to be profitable or suitable for any individual or portfolio. No guarantees are made that any client or investor will experience similar results. Destiny Family Office and its affiliates make no representations as to the accuracy or completeness of the information discussed and are not responsible for any human or mechanical errors or omissions. The podcast content is the sole property of Destiny Family Office and may not be reproduced or redistributed in any form without the express written consent of Destiny Family Office. Copies of Destiny Wealth Partners’ current Form ADV Part 2A (Disclosure Brochure) and Form CRS, which provide additional information about advisory services and fees, are available upon request or at www.destinyfamilyoffice.com/disclosures.

What Running an NBA Franchise Teaches You About Legacy with Alex Martins, Orlando Magic

Alex Martins joined the Orlando Magic in 1989 as the franchise's very first director of publicity, before the team had played a single game. Over the next 35 years, he rose through the organization to become CEO, a role he held for 14 years, before stepping back and being inducted as the 14th member of the Orlando Magic Hall of Fame in March 2026. In this conversation with host Tom Ruggie, a fellow member of the Orlando Magic Youth Foundation Board, Alex reflects on what it actually takes to build something that outlasts you. He talks about the leadership philosophy Rich DeVos instilled in him, the career pivots that sharpened his instincts, and what comes next: mentoring young leaders, pursuing corporate board service, exploring private investing, and writing a book on leadership principles from professional sports. In this episode: * How Alex built the Magic from 30 employees at the franchise's founding to more than 300 today * The Rich DeVos "caretakers, not owners" philosophy that shaped his approach for three decades * Lessons from Carmen Policy, Chuck Daly, and a 35-year relationship with NBA Commissioner Adam Silver * What the two NBA Finals runs looked like from inside the organization * The hardest decisions a CEO makes and the ones he found most difficult personally * What fly fishing, fine wine, and family have taught him about what matters * How he thinks about wealth, legacy, and building the next chapter - - - - - - - - - SUBSCRIBE TO SIGNIFICANCE OF WEALTH Subscribe to Significance of Wealth for more content that explores wealth management, private investing, and passion assets through conversations with exceptional people who have built something worth protecting. FOLLOW & CONNECT  LinkedIn: https://www.linkedin.com/showcase/significance-of-wealth-podcast-destiny-family-office/ [https://www.linkedin.com/showcase/significance-of-wealth-podcast-destiny-family-office/] Website: https://destinyfamilyoffice.com [https://destinyfamilyoffice.com] The views, thoughts, and opinions expressed in this podcast belong solely to the host and/or guests and do not necessarily reflect the views of Destiny Family Office, LLC or its affiliates. Nothing discussed should be construed as investment advice, an offer, solicitation, or recommendation to buy or sell any security, investment product, or strategy. Investment advisory services are offered through Destiny Family Office, LLC, an SEC-registered investment adviser. Registration with the SEC does not imply any level of skill, training, or favorable outcome. This podcast and any related materials are provided for informational and educational purposes only and are not intended as a substitute for personalized investment, legal, tax, or accounting advice. Destiny Family Office is neither a law firm nor an accounting firm, and no portion of this content should be construed as legal or accounting advice. Listeners should consult their own advisors regarding their specific financial circumstances before making any investment decisions.  Discussions may include references to private, alternative, or illiquid investments. Such investments are speculative, involve a high degree of risk, may involve limited liquidity, and are not suitable for all investors. Alternative investments are intended only for investors who meet applicable eligibility requirements, such as Accredited Investor or Qualified Purchaser standards. Past performance is not indicative of future results, and no assurance can be given that any investment strategy will be successful or achieve its objectives. Any references to specific investments, strategies, or market outcomes are for illustrative purposes only and should not be assumed to be profitable or suitable for any individual or portfolio. No guarantees are made that any client or investor will experience similar results. Destiny Family Office and its affiliates make no representations as to the accuracy or completeness of the information discussed and are not responsible for any human or mechanical errors or omissions. The podcast content is the sole property of Destiny Family Office and may not be reproduced or redistributed in any form without the express written consent of Destiny Family Office. Copies of Destiny Wealth Partners’ current Form ADV Part 2A (Disclosure Brochure) and Form CRS, which provide additional information about advisory services and fees, are available upon request or at www.destinyfamilyoffice.com/disclosures.

Speed Is a Leadership Decision: How Destiny Intelligence Is Positioning for the AI Era

What does it look like when a wealth management firm stops waiting and starts building? In this episode, Tom Ruggie sits down with Sean Beierly, Head of AI Product and Platform at Destiny Intelligence — the newly formed AI-focused entity within the Destiny family of companies. Sean spent more than two decades in Silicon Valley and at Amazon leading AI innovation teams before joining Destiny as employee number one. Tom and Sean discuss why Tom moved early to create Destiny Intelligence, what they’re actually building (including a digital twin of Tom, AI tools for the advisor team, and a modernized planning framework), and why the firm’s proprietary frameworks matter more in an AI era, not less. They also dig into Destiny Access, the firm’s private investment platform, why the next 18 to 24 months may represent a once-in-a-generation window in private markets, and what any entrepreneur or business owner should do right now if they feel like they’re already behind on AI. Learn more about Destiny Intelligence: https://destinyfamilyoffice.com/destinyintelligence  Subscribe to the Significance of Wealth Podcast on Apple Podcasts & Spotify Follow Tom Ruggie on LinkedIn Follow Destiny Family Office on LinkedIn The views, thoughts, and opinions expressed in this podcast belong solely to the host and/or guests and do not necessarily reflect the views of Destiny Family Office, LLC or its affiliates. Nothing discussed should be construed as investment advice, an offer, solicitation, or recommendation to buy or sell any security, investment product, or strategy. Investment advisory services are offered through Destiny Family Office, LLC, an SEC-registered investment adviser. Registration with the SEC does not imply any level of skill, training, or favorable outcome. This podcast and any related materials are provided for informational and educational purposes only and are not intended as a substitute for personalized investment, legal, tax, or accounting advice. Destiny Family Office is neither a law firm nor an accounting firm, and no portion of this content should be construed as legal or accounting advice. Listeners should consult their own advisors regarding their specific financial circumstances before making any investment decisions.  Discussions may include references to private, alternative, or illiquid investments. Such investments are speculative, involve a high degree of risk, may involve limited liquidity, and are not suitable for all investors. Alternative investments are intended only for investors who meet applicable eligibility requirements, such as Accredited Investor or Qualified Purchaser standards. Past performance is not indicative of future results, and no assurance can be given that any investment strategy will be successful or achieve its objectives. Any references to specific investments, strategies, or market outcomes are for illustrative purposes only and should not be assumed to be profitable or suitable for any individual or portfolio. No guarantees are made that any client or investor will experience similar results. Destiny Family Office and its affiliates make no representations as to the accuracy or completeness of the information discussed and are not responsible for any human or mechanical errors or omissions. The podcast content is the sole property of Destiny Family Office and may not be reproduced or redistributed in any form without the express written consent of Destiny Family Office. Copies of Destiny Wealth Partners’ current Form ADV Part 2A (Disclosure Brochure) and Form CRS, which provide additional information about advisory services and fees, are available upon request or at www.destinyfamilyoffice.com/disclosures.

Why a Savvy Investor Paid $16.5M for a Pokémon Card

What does a $16.5 million Pokémon card have to do with serious capital allocation? In this episode of Significance of Wealth, Tom Ruggie sits down with AJ Scaramucci — Founder and Managing Partner of Solari Capital [https://www.solaricap.com/] and Co-Chairman of SALT — who recently made international headlines by winning a 42-day global auction for the ultra-rare Pikachu Illustrator card, setting the record for the most expensive trading card ever sold. AJ unpacks the investment thesis behind that purchase, why collectibles represent one of the most overlooked asset classes available to sophisticated investors today, and how global capital is beginning to flow into rare, culturally significant objects. He also shares the story behind Treasure Trove [https://www.treasuretrove.com/], his new venture aimed at acquiring the world's rarest assets at institutional scale. Topics covered include: * Why Pokémon is the highest-grossing franchise of all time and what that means for collectors * The power law dynamic that made the Pikachu Illustrator card uniquely valuable * What the "debasement trade" has to do with rare collectibles * How AI and post-scarcity economics could drive massive value into collecting Watch the full episode on our YouTube Channel @SignificanceOfWealth [https://www.youtube.com/channel/UCKI_stShu4H5r3job-TjNMg] Subscribe to Significance of Wealth for conversations that go beyond conventional investing — exploring wealth strategy, private markets, alternative investments, and the rare, passion-driven assets that are reshaping how the world's most sophisticated investors think about value, legacy, and impact.   The views, thoughts, and opinions expressed in this podcast belong solely to the host and/or guests and do not necessarily reflect the views of Destiny Family Office, LLC or its affiliates. Nothing discussed should be construed as investment advice, an offer, solicitation, or recommendation to buy or sell any security, investment product, or strategy. Investment advisory services are offered through Destiny Family Office, LLC, an SEC-registered investment adviser. Registration with the SEC does not imply any level of skill, training, or favorable outcome. This podcast and any related materials are provided for informational and educational purposes only and are not intended as a substitute for personalized investment, legal, tax, or accounting advice. Destiny Family Office is neither a law firm nor an accounting firm, and no portion of this content should be construed as legal or accounting advice. Listeners should consult their own advisors regarding their specific financial circumstances before making any investment decisions.  Discussions may include references to private, alternative, or illiquid investments. Such investments are speculative, involve a high degree of risk, may involve limited liquidity, and are not suitable for all investors. Alternative investments are intended only for investors who meet applicable eligibility requirements, such as Accredited Investor or Qualified Purchaser standards. Past performance is not indicative of future results, and no assurance can be given that any investment strategy will be successful or achieve its objectives. Any references to specific investments, strategies, or market outcomes are for illustrative purposes only and should not be assumed to be profitable or suitable for any individual or portfolio. No guarantees are made that any client or investor will experience similar results. Destiny Family Office and its affiliates make no representations as to the accuracy or completeness of the information discussed and are not responsible for any human or mechanical errors or omissions. The podcast content is the sole property of Destiny Family Office and may not be reproduced or redistributed in any form without the express written consent of Destiny Family Office. Copies of Destiny Wealth Partners’ current Form ADV Part 2A (Disclosure Brochure) and Form CRS, which provide additional information about advisory services and fees, are available upon request or at www.destinyfamilyoffice.com/disclosures.

From Pet Rocks to Private Jets

Kyle Bell turned childhood hustle — selling candy, pet rocks, and autographs — into Bell Sports Marketing, a multi-division enterprise spanning authenticated memorabilia, large-scale charity auctions, and custom framing. In this episode of Significance of Wealth, Kyle shares how relationship capital, disciplined risk-taking, and long-term thinking helped transform a passion for sports into a scalable business. Host Tom Ruggie and Kyle explore the evolution of sports memorabilia from hobby to recognized alternative asset category, including the difference between established “blue-chip” legacy pieces and more speculative current-player opportunities. They also discuss how the collectibles market shifted during COVID, the importance of authentication and provenance, and why collectibles can carry both emotional and financial value. In addition, Kyle reflects on building enterprise value, scaling through uncertainty, and raising nearly $24 million for charitable causes through memorabilia-driven fundraising. This conversation offers perspective on entrepreneurship, alternative assets, and what meaningful wealth looks like beyond traditional balance sheets. Watch the episode on our YouTube channel and subscribe for more content: @SignificanceofWealthPodcast  [https://www.youtube.com/channel/UCKI_stShu4H5r3job-TjNMg/videos] Learn more about Destiny Family Office at www.DestinyFamilyOffice.com  [https://destinyfamilyoffice.com/] Subscribe to the podcast on Apple Podcasts, Spotify, Pandora, iHeartRadio, and YouTube. The views, thoughts, and opinions expressed in this podcast belong solely to the host and/or guests and do not necessarily reflect the views of Destiny Family Office, LLC or its affiliates. Nothing discussed should be construed as investment advice, an offer, solicitation, or recommendation to buy or sell any security, investment product, or strategy. Investment advisory services are offered through Destiny Family Office, LLC, an SEC-registered investment adviser. Registration with the SEC does not imply any level of skill, training, or favorable outcome. This podcast and any related materials are provided for informational and educational purposes only and are not intended as a substitute for personalized investment, legal, tax, or accounting advice. Destiny Family Office is neither a law firm nor an accounting firm, and no portion of this content should be construed as legal or accounting advice. Listeners should consult their own advisors regarding their specific financial circumstances before making any investment decisions.  Discussions may include references to private, alternative, or illiquid investments. Such investments are speculative, involve a high degree of risk, may involve limited liquidity, and are not suitable for all investors. Alternative investments are intended only for investors who meet applicable eligibility requirements, such as Accredited Investor or Qualified Purchaser standards. Past performance is not indicative of future results, and no assurance can be given that any investment strategy will be successful or achieve its objectives. Any references to specific investments, strategies, or market outcomes are for illustrative purposes only and should not be assumed to be profitable or suitable for any individual or portfolio. No guarantees are made that any client or investor will experience similar results. Destiny Family Office and its affiliates make no representations as to the accuracy or completeness of the information discussed and are not responsible for any human or mechanical errors or omissions. The podcast content is the sole property of Destiny Family Office and may not be reproduced or redistributed in any form without the express written consent of Destiny Family Office. Copies of Destiny Wealth Partners’ current Form ADV Part 2A (Disclosure Brochure) and Form CRS, which provide additional information about advisory services and fees, are available upon request or at www.destinyfamilyoffice.com/disclosures.