Navigating Wealth

Long Angle

Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep subject matter expertise to share fresh, candid perspectives across some aspect of the economy, investing, family, health, or lifestyle.

  1. How NIL & Revenue Sharing Are Changing College Football ft. Joey McGuire

    -2 DIAS

    How NIL & Revenue Sharing Are Changing College Football ft. Joey McGuire

    Today we’re thrilled to welcome Joey McGuire, the Head Football Coach at Texas Tech University.  After leading the Red Raiders to their first-ever Big 12 Championship and a fourth seed in the college football playoffs, McGuire joins us to pull back the curtain on the "chaos with a structure" defining the modern collegiate landscape. In this episode, we deep dive into the $21M revenue-sharing cap, the "speed dating" reality of the transfer portal, and how elite programs are functioning as wealth management incubators for young athletes navigating seven-figure liquidity. Key Topics Covered:  • How Texas Tech uses analytics to find an 82% success rate in the transfer portal. • Managing a team where compensation is transparently unequal. • How Tech preps 19-year-olds for taxes, investment, and life after the NFL • Why the NFL is concerned about offensive line development in a mercenary era • Where conference realignment and college football sustainability are heading next Links:  • Apply to Join Long Angle (no membership fees): https://www.longangle.com/apply-now-nw • Learn More About our Sponsor - Daily Body Coach: https://navigatingwealth.dailybodycoach.com/ • Follow Texas Tech Football YouTube Series: https://www.youtube.com/@TexasTechRedRaiders Long Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast where we apply a high-net-worth lens to economics, investing and lifestyle questions.

    48 min
  2. What Disney's Deal With OpenAI Tells Us About the Future of IP Ownership

    4/03

    What Disney's Deal With OpenAI Tells Us About the Future of IP Ownership

    Today we're thrilled to welcome Michael Sapherstein, the former in-house counsel at Major League Baseball, Marvel Entertainment and The Walt Disney Company.  Mike takes us behind the scenes of the "billion-dollar business you've never heard of" (MLB Advanced Media) and explains how he navigated the legal frontiers of the digital revolution, from the first iPad comic books to the looming impact of generative AI on creative ownership. Key Topics Covered:• The Streaming Blueprint: How MLB Advanced Media centralized rights to become the technical backbone of Disney+.• The Marvel Licensing Machine: Why Marvel was a "pure profit" powerhouse and how the iPad changed their business model overnight.• The AI Anathema: A veteran lawyer’s take on the "unfair" ingestion of IP and why Disney is now licensing characters to OpenAI.• The Legal Wealth Gap: Why Big Law partners often miss out on the "ownership economy" due to ingrained risk aversion.• Career Resilience: Advising the next generation on majoring in "thinking" rather than just "coding" in the age of Claude and Sora. Links:• Apply to Join Long Angle (no membership fees): https://www.longangle.com/apply-now-nw• Learn More About our Sponsor - Daily Body Coach: http://www.dailybodycoach.com/navigatingwealth Long Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. #NavigatingWealth #LongAngle #MichaelSaperstein #Disney #Marvel #AITrends #IPLaw #GenerativeAI #Sora #Licensing #HighNetWorth #InvestorOperator #OwnershipEconomy

    40 min
  3. Inside $22B Airline Loyalty & Getting Your First Board Seat ft. Tom O'Toole | Navigating Wealth

    25/02

    Inside $22B Airline Loyalty & Getting Your First Board Seat ft. Tom O'Toole | Navigating Wealth

    Today we're thrilled to welcome Tom O’Toole, a seasoned executive and Long Angle member who previously served as the CMO of Hyatt Hotels and United Airlines. In this episode, Tom pulls back the curtain on the multi-billion dollar business of airline loyalty programs and shares his strategic roadmap for building a successful "portfolio life" after retiring from the C-suite. Key Topics Covered: The Economics of Loyalty: Why United’s Mileage Plus was valued at $22B and how airline miles function as the world’s third most used currency.Dynamic Pricing & Inventory: An inside look at how airlines engineer award availability and the shift toward rational, demand-based pricing.The Boardroom Roadmap: Critical advice for securing public and private board seats, including why you need a two-year lead time.Designing a Portfolio Life: How to balance board service, senior advising for firms like McKinsey, and teaching at top-tier universities like Northwestern.Intentional Career Design: Why a post-corporate career must be an "engineered outcome" rather than an accidental retirement. Links: Learn More About Daily Body Coach: http://www.dailybodycoach.com/navigatingwealthApply to join Long Angle’s Community: https://www.longangle.com/apply-now-nwLong Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep expertise across some aspect of the economy, investing, family, health, or lifestyle.

    51 min
  4. Why He Stopped Angel Investing to Buy Franchises ft. Andy Louis-Charles | Navigating Wealth

    18/02

    Why He Stopped Angel Investing to Buy Franchises ft. Andy Louis-Charles | Navigating Wealth

    Today we're thrilled to welcome Andy Louis-Charles, a seasoned operator, "refounder," and self-described franchise maximalist. After serving as the Chief Strategy Officer at Custom Ink and navigating a major liquidity event, Andy shifted his focus from chasing a "satisfying number" to playing an infinite game. In this episode, Andy breaks down his "Inter-Opus" philosophy—the idea that true fulfillment isn't found before or after a goal, but while you are in the flow of meaningful work. He also demystifies the world of franchising, explaining why it is a superior alternative to traditional employment and a powerful vehicle for white-collar workers to transition into the ownership economy. Links: • Apply to Join Long Angle's Community: https://www.longangle.com/apply-now-nw • Learn More About Daily Body Coach: http://www.dailybodycoach.com/navigatingwealth Key Topics Covered: • Andy introduces the "Inter-Opus" philosophy, explaining that true fulfillment is found during the process of meaningful work rather than before or after reaching a milestone. • The conversation explores why Andy shifted from angel investing to franchising to focus on underwriting execution risk rather than product-market fit. • Andy defines the "refounder" role as a specialist who identifies plateaued businesses and applies new systems to help them scale to the next level. • The discussion details why franchising acts as a superior growth and financing model by flipping the traditional employer-employee relationship on its head. • Andy predicts a massive displacement of white-collar workers and advocates for a transition into an ownership economy through scalable franchise units Long Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep expertise across some aspect of the economy, investing, family, health, or lifestyle.

    55 min
  5. Credit Cards, Travel Hacks & Raising Grounded Kids ft. Chris Hutchins | Navigating Wealth

    11/02

    Credit Cards, Travel Hacks & Raising Grounded Kids ft. Chris Hutchins | Navigating Wealth

    Today we're thrilled to welcome Chris Hutchins, host of the All the Hacks podcast with over 1 million listeners. Chris is a serial entrepreneur who co-founded companies acquired by Google and Wealthfront, served as a Partner at Google Ventures, and has accumulated over 14 million credit card points while helping people optimize their finances, travel, and health without turning it into a second job. Key Topics Covered: Why two credit cards is the optimal number for most busy professionalsHow AI tools like ChatGPT and Claude can cut through financial noiseWhen to splurge on business class and when economy makes more senseTeaching kids about money and value when you travel in premium cabinsTwo quick wins: checking for unclaimed money and emailing hotels before arrivalHow to know when optimization is worth your time vs. when to take the 80/20 approach Links: All the Hacks Podcast: https://www.allthehacks.comLong Angle Community: https://www.longangle.com/apply-now-nwLearn More About Daily Body Coach: http://www.dailybodycoach.com/navigatingwealth Long Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep expertise across some aspect of the economy, investing, family, health, or lifestyle. #ChrisHutchins #AllTheHacks #CreditCardStrategy #TravelHacks #FinancialOptimization #TravelRewards #ParentingAndWealth #LongAngle #NavigatingWealth

    52 min
  6. Selling Your SaaS: M&A Process, Valuations & Earnouts ft. Diamond Innabi | Navigating Wealth

    4/02

    Selling Your SaaS: M&A Process, Valuations & Earnouts ft. Diamond Innabi | Navigating Wealth

    Today we're thrilled to welcome Diamond Innabi, Principal at Software Equity Group.  Diamond has spent 15 years at the front lines of SaaS M&A, guiding founders through exits from first unsolicited offer to multi-million dollar closes. She shares practical insights on timing your exit, running competitive deal processes, and navigating the complexities of earnouts, rollover equity, and post-acquisition transitions. Key Topics Covered:• What investment banking actually means for SaaS founders• The 4-6 month M&A timeline and when to start preparing• Why founders hire investment bankers vs. running the process themselves• Strategic buyers vs. private equity: different motivations and evaluation criteria• Valuation factors that matter most in today's market• How to position companies with customer concentration or complex technology• Earnouts and rollover equity: what makes them acceptable vs. problematic• Managing employee and leadership transitions post-acquisition• SEG's 20 Factor Valuation Scorecard framework• The current M&A market environment and what buyers want right now Links:• Learn More About Daily Body Coach: http://www.dailybodycoach.com/navigatingwealth• Apply to Join Long Angle's Community: https://www.longangle.com/apply-now-nw• Software Equity Group: https://softwareequity.com Long Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep expertise across some aspect of the economy, investing, family, health, or lifestyle.

    59 min
  7. 160-Year-Old Family Office ft. Ilka Gregory | Navigating Wealth

    28/01

    160-Year-Old Family Office ft. Ilka Gregory | Navigating Wealth

    Long Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep expertise across some aspect of the economy, investing, family, health, or lifestyle. Today we're thrilled to welcome Ilka Gregory, President and CEO of a seventh-generation single family office that's been managing wealth since 1866. With two decades of experience across Goldman Sachs, Bessemer Trust, Lazard Family Office Partners, and Third Avenue Management, Ilka brings rare insight into what it takes to steward family wealth across multiple generations and navigate the complex decisions that come with substantial assets. Key Topics Covered: • What a family office actually is and when you need one • Managing wealth across seven generations and 80+ family members • The reality of the "shirtsleeves to shirtsleeves" wealth cycle • How to prepare the next generation without paralyzing them • State tax policy impacts on family office location decisions • Integrating spouses and stepchildren into family governance • Practical guidance for first-generation wealth creators • Building trusted advisor relationships and peer networks Links: • Connect with Ilka Gregory: https://www.linkedin.com/in/ilka-gregory/ • Learn More About Daily Body Coach: http://www.dailybodycoach.com/navigatingwealth • Subscribe to our free newsletter: https://www.longangle.com/navigating-wealth-podcast • Apply to join Long Angle’s Community: https://www.longangle.com/apply-now-nw

    47 min
  8. Should I Sell to Private Equity or Strategic Buyers? ft. Eric Wiklendt | Navigating Wealth

    21/01

    Should I Sell to Private Equity or Strategic Buyers? ft. Eric Wiklendt | Navigating Wealth

    Long Angle is a private, vetted global community of accomplished entrepreneurs, executives, and professionals who have reached meaningful financial milestones and want to navigate wealth with peers who understand their challenges, opportunities, responsibilities, and ambitions. Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep expertise across some aspect of the economy, investing, family, health, or lifestyle. Today we're thrilled to welcome Eric Wiklendt. Eric is a Managing Director and Partner at Speyside Equity, where he leads middle-market manufacturing investments. With experience as a former manufacturing CEO at Kelix Heat Transfer Systems and leadership roles at Eaton and Hilti, Eric brings an operator's perspective to private equity. He holds a BBA from Notre Dame and an MBA from Wharton, focusing on turning complex manufacturing businesses into high-performing assets. Key Topics Covered:• The three exit scenarios every founder should understand (full exit, transition, continuation)• What to actually expect when selling to private equity vs. a strategic buyer• How operator-led PE firms differ from traditional investment banking-driven firms• Why the shift from growth-focused to EBITDA-focused can surprise founders• Current manufacturing trends: tariffs, reshoring, and workforce challenges• The impact of AI and automation on manufacturing jobs• The K-shaped economy and what it means for middle-class manufacturing jobs Links:• Learn More About Daily Body Coach: http://www.dailybodycoach.com/navigatingwealth• Speyside Equity: https://www.spacesideequity.com• Eric Wiklendt on LinkedIn: https://www.linkedin.com/in/ericwiklendt• Long Angle Community: https://www.longangle.com/apply-now-nw

    45 min

Sobre

Hosted by the founders of the Long Angle community, Navigating Wealth is a podcast for founders, executives, and investor operators who have built significant wealth. Each episode features a guest with an unusual career journey and deep subject matter expertise to share fresh, candid perspectives across some aspect of the economy, investing, family, health, or lifestyle.

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