Navigating Wealth

Long Angle
  • 3.7 (27)
  • Investing

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. He Turned His FAANG Salary Into Early Retirement - Andre Nader

    1d ago ·  Video

    He Turned His FAANG Salary Into Early Retirement - Andre Nader

    He spent nearly a decade at Meta, got laid off, looked at his accounts, and realized he never had to go back. Three years into semi-FIRE, Andre Nader writes the FAANG FIRE Substack — helping tech workers turn equity compensation and high income into financial independence and optionality. In today's episode, Andre breaks down the full FAANG FIRE framework: how to calculate your enough number using the 33x rule, why your RSU selling strategy is probably emotional rather than mechanical, the tax misconception that keeps tech workers holding stock longer than they should, and why the biggest obstacle to FIRE isn't the math — it's giving yourself permission to spend. 🔔 Please Subscribe and Hit the Bell: https://www.youtube.com/@NavigatingWealthPodcast?sub_confirmation=1 Discover More From Long Angle👉 YouTube: https://www.youtube.com/@NavigatingWealthPodcast👉 Beyond Wealth Newsletter: https://langle.co/bwnews👉 Research & Studies: https://www.longangle.com/research━━━━━━━━━━━━━━━━━━━━Resources & Links👥 Become a Member: longangle.com/navigatingwealth📤 Get Episode Release Notifications: https://www.longangle.com/navigating-wealth-podcast━━━━━━━━━━━━━━━━━━━━Socials💼 LinkedIn: https://www.linkedin.com/company/long-angle🅧 Twitter/X: https://x.com/LongAngleHNW📸 Instagram: https://www.instagram.com/longanglehnw/📘 Facebook: https://www.facebook.com/longanglehnw 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 explores how experienced investors, founders and operators approach the real questions wealth creates, from private markets and capital allocation to business exits and life design.

    54 min
  2. Market Rate Hikes? This 38-Year Monetarist Disagrees - Jay Hatfield

    Jun 17 ·  Video

    Market Rate Hikes? This 38-Year Monetarist Disagrees - Jay Hatfield

    The highest inflation in three years has the market pricing in rate hikes. A 38-year Wall Street monetarist thinks that's exactly backwards, and that the Fed is clear to cut.  Today we welcome Jay Hatfield, founder, CEO, and portfolio manager at Infrastructure Capital Advisors, where he runs nine income ETFs. A CPA and Wharton-trained monetary economist with 38 years on Wall Street, Jay makes the contrarian case that the recent inflation spike is a near-term oil-price illusion about to reverse, not the start of a wage-price spiral.  He breaks down why he ignores the labor report, why deficits and strong employment don't drive inflation, and the four or five indicators he actually uses to forecast rates and the business cycle.  This conversation is for investors trying to separate signal from consensus on interest rates, oil, the AI earnings boom, and where to position before the next move. Jay also walks through his DCF on the SpaceX IPO and the "Musk premium" that could push it far above fair value. 🔔 Please Subscribe and Hit the Bell: https://www.youtube.com/@NavigatingWealthPodcast?sub_confirmation=1 Discover More From Long Angle👉 YouTube: https://www.youtube.com/@NavigatingWealthPodcast👉 Beyond Wealth Newsletter: https://beyondwealthnewsletter.com/👉 Research & Studies: https://www.longangle.com/research━━━━━━━━━━━━━━━━━━━━Resources & Links👥 Become a Member: longangle.com/navigatingwealth📤 Get Episode Release Notifications: https://www.longangle.com/navigating-wealth-podcast━━━━━━━━━━━━━━━━━━━━Socials💼 LinkedIn: https://www.linkedin.com/company/long-angle🅧 Twitter/X: https://x.com/LongAngleHNW📸 Instagram: https://www.instagram.com/longanglehnw/📘 Facebook: https://www.facebook.com/longanglehnw 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 explores how experienced investors, founders and operators approach the real questions wealth creates, from private markets and capital allocation to business exits and life design.

    46 min
  3. The Unexpected Parenting Mistakes That Arrive With the Money - Kristin Keffler

    Jun 10 ·  Video

    The Unexpected Parenting Mistakes That Arrive With the Money - Kristin Keffler

    Today we're thrilled to welcome Kristin Keffeler, Chief Learning Officer at the JFG Family Office, co-author of Wealth 3.0, and one of the leading practitioners in rising generation development.  Kristin has spent 20 years working with families navigating the psychological and structural challenges of raising children with significant inherited wealth — and is herself a second-generation inheritor who lived the dynamics she now helps others understand. In this episode, Kristin walks through the well-intentioned messages that stall a child's development, the trust structures that accidentally produce dependent adults, and the disclosure decisions that parents get wrong in both directions.  She introduces the trampoline framework for thinking about inherited wealth — why it lifts children higher when structured correctly, and why it sinks them lower than if they had nothing when it isn't. Key Topics Covered Why the message "I earned this so you don't have to" is more damaging than the wealth itselfThe trampoline framework: how inherited wealth amplifies effort or replaces itFalse scarcity vs. permissiveness — why both extremes backfireSelf-determination theory applied to parenting: autonomy, competence, and relatedness as a diagnostic frameworkThe age-by-age disclosure framework — what to share, when, and what to build before you share anything at allThe four biggest mistakes wealthy parents make with their childrenThe apprenticeship model for trust design — a staged path from beneficiary to co-trustee across the 20s and 30sWhat to include in a letter of wishes that actually worksHow overly controlled trusts can infantilize adult children well into their 60sSpending modeling: housekeepers, travel, and what to be thoughtful about as children observe family lifestyleEpisode Resources Apply to Long Angle HNW Community: longangle.com/navigatingwealthSubscribe to Navigating Wealth Newsletter: https://www.longangle.com/navigating-wealth-podcastConnect with Kristin Keffeler on LinkedIn: https://www.linkedin.com/in/kristin-keffeler-msm-mapp-245a21/Socials LinkedIn: https://www.linkedin.com/company/long-angleTwitter/X: https://x.com/LongAngleHNWInstagram: https://www.instagram.com/longanglehnw/Facebook: https://www.facebook.com/longanglehnwLong 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 explores how experienced investors, founders and operators approach the real questions wealth creates — from private markets and capital allocation to business exits and life design.

    48 min
  4. Why The Best Philanthropy Doesn't Start With A Check - Brent and Kyle Pease

    Jun 3 ·  Video

    Why The Best Philanthropy Doesn't Start With A Check - Brent and Kyle Pease

    Today we're thrilled to welcome Brent and Kyle Pease, co-founders of the Kyle Pease Foundation and co-creators of 29029, the endurance event where participants climb the vertical equivalent of Everest in 36 hours. Brent and Kyle built a $3 million nonprofit from zero while working other jobs on the side.  In this episode they share how they think about mission-aligned hiring, why the overhead ratio is the wrong way to evaluate a nonprofit, how donors deepen their giving over time, and what the time, talent, and treasure framework actually looks like in practice. Key Topics Covered• Why the overhead ratio misleads even sophisticated donors, and what to ask instead• How mission-aligned hiring works at a nonprofit built around athletes with disabilities• The donor who gave zero for two years and now gives $50,000 annually• Revenue structure across crowdfunding, grants, and major gifts• Why Brent and Kyle kept their own salaries low to protect the mission• The earn-and-donate question: when writing the check creates more impact than showing up• How 29029 used purposeful scarcity to protect the experience as it scaled• A practical framework for giving: time, talent, and treasure Valuable Links• Subscribe to Navigating Wealth Newsletter: https://www.longangle.com/navigating-wealth-podcast• Apply to Long Angle HNW Community: https://www.longangle.com• Kyle Pease Foundation: https://kylepeasefoundation.org/• Connect with Brent Pease on LinkedIn: https://www.linkedin.com/in/brent-pease-781a884/ Socials• LinkedIn: https://www.linkedin.com/company/long-angle• Twitter/X: https://x.com/LongAngleHNW• Instagram: https://www.instagram.com/longanglehnw/• Facebook: https://www.facebook.com/longanglehnw 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 explores how experienced investors, founders and operators approach the real questions wealth creates — from private markets and capital allocation to business exits and life design. #KylePeaseFoundation #Nonprofit #Philanthropy #CharitableGiving #NonprofitLeadership #NavigatingWealth #LongAngle #SocialImpact

    1h 2m
  5. The Controversial Asset Class Historically Outperforming the Stock Market - Jason Bertoldi

    May 27 ·  Video

    The Controversial Asset Class Historically Outperforming the Stock Market - Jason Bertoldi

    Today we're thrilled to welcome Jason Bertoldi, litigation finance veteran and Managing Director at Alliant. He has spent his career on every side of the asset class — as a plaintiff's attorney at one of the firms that helped build commercial litigation funding, as an investor at D.E. Shaw, and now as a broker of litigation insurance.  Jason breaks down how outside capital funds legal claims, why historical returns in the 30% range are giving way to a more structured capital stack, how insurance is solving the duration problem, and what sophisticated allocators need to understand before entering the space. Key Topics Covered• What litigation finance actually is: how a lawsuit becomes a contingent receivable and a financial asset• Why litigation funding exists alongside contingency fee arrangements and when each is appropriate• The history of the asset class and how institutional capital entered over the past two decades• Who the typical participants are on both the plaintiff and capital sides• How information asymmetry and adverse selection shape the underwriting process• How settlements interact with funding structures and what that means for investor returns• The ethics debate and why the economics of underwriting independently check against frivolous litigation• International litigation finance, including the UK Competition Appeal Tribunal and investor-state arbitration• Where in a portfolio litigation finance belongs — credit sleeve, equity sleeve, or its own bucket• The correlation question: why legal outcomes are independent of public markets, with the honest COVID caveat• Historical IRRs in the 30s, how insurance is changing the return profile, and what maturation means for new entrants• Secondary markets, refinancing dynamics, and how hedge funds and private credit players are entering the space Resources Mentioned• Apply to Long Angle HNW Community: https://www.longangle.com/apply• Subscribe to Navigating Wealth Newsletter: https://www.longangle.com/navigating-wealth-podcast• Connect with Jason Bertoldi on LinkedIn: https://www.linkedin.com/in/jason-bertoldi/ Socials• LinkedIn: https://www.linkedin.com/company/long-angle• Twitter/X: https://x.com/LongAngleHNW• Instagram: https://www.instagram.com/longanglehnw/• Facebook: https://www.facebook.com/longanglehnw• Youtube: https://www.youtube.com/@LongAngle Streaming• Apple Podcasts: https://podcasts.apple.com/us/podcast/navigating-wealth/id1848166539• Spotify: https://open.spotify.com/show/074oa2E0nnJygruIqonRVG?si=4959bcd409854a6a• Amazon Music: https://music.amazon.com/podcasts/54d4ccd0-c308-4388-81ca-abfef12fadf4/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 explores how experienced investors, founders and operators approach the real questions wealth creates — from private markets and capital allocation to business exits and life design.

    1 hr
  6. Earnings Calls Decoded by a Former Coinbase IR Executive - Anil Gupta

    May 20 ·  Video

    Earnings Calls Decoded by a Former Coinbase IR Executive - Anil Gupta

    Today we're thrilled to welcome Anil Gupta, former Head of Investor Relations at Coinbase and eight-year veteran of Meta's IR team.  Anil breaks down how investor relations works, why a first-day IPO pop is a wealth transfer rather than a success signal, what Coinbase's direct listing decision actually meant for employees, and how to read an earnings call when you understand how the other side prepares for it. Key Topics Covered• What investor relations does: the finance-communications hybrid that shapes everything investors see• How IR teams prepare for earnings calls and what the most rehearsed answers actually signal• Why a first-day IPO pop means existing shareholders left money on the table• How a direct listing differs from a traditional IPO and why Coinbase chose it• Why the best companies (SpaceX, OpenAI, Anthropic) are in no hurry to go public• Quarterly vs. biannual earnings reporting and the case for giving management their time back• Founder-CEO vs. hired CEO dynamics and who can actually think long-term• Bitcoin's correlation with the NASDAQ and why it doesn't break the store-of-value thesis• Stablecoins, ETFs, and where the crypto regulatory environment is heading• The convergence of stocks, crypto, and prediction markets on a single platform Resources Mentioned• Apply to Long Angle HNW Community: https://www.longangle.com/apply• Subscribe to Navigating Wealth Newsletter: https://www.longangle.com/navigating-wealth-podcast• Connect with Anil Gupta on LinkedIn: https://www.linkedin.com/in/anilgupta Socials• LinkedIn: https://www.linkedin.com/company/long-angle• Twitter/X: https://x.com/LongAngleHNW• Instagram: https://www.instagram.com/longanglehnw/• Facebook: https://www.facebook.com/longanglehnw• Youtube: https://www.youtube.com/@LongAngle Streaming• Apple Podcasts: https://podcasts.apple.com/us/podcast/navigating-wealth/id1848166539• Spotify: https://open.spotify.com/show/074oa2E0nnJygruIqonRVG?si=4959bcd409854a6a• Amazon Music: https://music.amazon.com/podcasts/54d4ccd0-c308-4388-81ca-abfef12fadf4/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 explores how experienced investors, founders and operators approach the real questions wealth creates — from private markets and capital allocation to business exits and life design. 01:04 - Introduction: Anil Gupta's Career in Investor Relations02:50 - Understanding Investor Relations (IR)05:20 - Defining Success in Investor Relations07:14 - Private vs. Public Cap Tables09:02 - How Institutional Investors Evaluate Public Companies11:44 - How Retail Investors Can Access Management Insight13:42 - Quarterly vs. Biannual Earnings20:00 - Impact of Management Dynamics21:48 - Direct Listings vs. Traditional IPOs26:33 - Market Psychology & Stock Fluctuations29:50 - Insider Buying, Share Buybacks, and What They Signal31:37 - Why the Best Companies Are Staying Private Longer33:07 - How to Read an Earnings Call Like an IR Professional34:28 - The Looming Mega-IPO Wave and What It Means for Retail39:35 - Bitcoin, Coinbase, and the Crypto Market Today41:58 - Stablecoins, ETFs, and Where Crypto Is Heading44:56 - The Convergence of Stocks, Crypto, and Prediction Markets47:05 - Bitcoin Treasury Companies: Bubble Signal or Rational Access Vehicle48:19 - Regulatory Considerations49:13 - Learn more about Anil Gupta49:29 - Apply to Long Angle’s Community - No Membership Fees

    50 min
  7. Proactive Genetic Testing Has a Life Insurance Problem — Sam Raha

    May 13 ·  Video

    Proactive Genetic Testing Has a Life Insurance Problem — Sam Raha

    Today we're thrilled to welcome Sam Raha, CEO of Myriad Genetics. Sam has spent 25 years at the intersection of genomics and commercial medicine.  In this conversation he explains what precision medicine actually delivers today, how AI is being embedded into diagnostic tests at three distinct levels, and why proactive genetic testing carries a real insurance risk many individuals never think to ask about. Key Topics Covered• What precision medicine is and why it is already operating at scale across cancer treatment today• How companion diagnostics work and why the business model is more durable than traditional pharma• How diagnostics companies protect their IP when human genes cannot be patented• The three layers of AI integration in diagnostics companies • How insurance companies deployed AI to automate claim denials, and how Myriad built AI to fight back• Why individuals need to take ownership of their own health data and what that looks like in practice• What GINA covers and where it leaves individuals exposed on life, disability, and long-term care insurance• Australia's landmark legislation restricting insurer use of genetic data and what it signals for US policy• What genetic tests a proactive executive should consider  Resources Mentioned• Apply to Long Angle HNW Community: https://longangle.com/apply• Subscribe to Navigating Wealth Newsletter: https://www.longangle.com/navigating-wealth-podcast• Myriad Genetics: https://www.myriadgenetics.com• GINA — AMA Overview: https://www.ama-assn.org/public-health/population-health/genetic-discrimination Socials• LinkedIn: https://www.linkedin.com/company/long-angle• Twitter/X: https://x.com/LongAngleHNW• Instagram: https://www.instagram.com/longanglehnw/• Facebook: https://www.facebook.com/longanglehnw 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 explores how experienced investors, founders and operators approach the real questions wealth creates - from private markets and capital allocation to business exits and life design.

    50 min
  8. Dinner Parties Are Overrated. This 2-Hour Cocktail Party Framework Works Better - Nick Gray

    May 6 ·  Video

    Dinner Parties Are Overrated. This 2-Hour Cocktail Party Framework Works Better - Nick Gray

    Today we're thrilled to welcome Nick Gray, a two-time founder who sold a family avionics business to private equity and built Museum Hack into a multimillion-dollar experiential company before exiting operating life entirely.  After two exits, Nick found that financial freedom and social infrastructure are not the same thing. He spent years testing event formats to build a repeatable system for making friends as an adult.  He's the author of The 2-Hour Cocktail Party and writes about the friendship recession at friendshiprecession.com. Apply to Long Angle HNW Community: https://www.longangle.com/applyDaily Body Coach: https://dailybodycoach.com/navigatingwealth Key Topics Covered:• Why the structural scaffolding of adult friendship collapses after a business exit — and why financial independence doesn't replace it• The NICK framework: Name tags, Introductions, Cocktails only, Kick them out at two hours — and the specific reason each element exists• Why the dinner party is the wrong starting point for building adult friendships and what to do instead• The single language change that gets more people to show up: "Can I send you the invite?" vs. "Do you want to come?"• How Nick approached rebuilding his network from scratch after moving from New York to Austin• Nick's investment approach after exit: why passive beats active for most founders, and the 2% minimum position sizing rule he uses for high-conviction stock picks• The friendship recession by the numbers — and why it hits post-exit founders and executives the hardest Resources Mentioned:• Subscribe to Navigating Wealth Newsletter: https://www.longangle.com/navigating-wealth-podcast• Nick Gray's PersonalWebsite.org and PersonalWebsites.net• Nick Gray's Patron View donor database: https://patronview.com/• Nick Gray's Website and Blog: https://nickgray.net/• The 2-Hour Cocktail Party by Nick Gray: https://party.pro/book/• Patron View Patron Leaderboards: https://patronview.com/patrons• Nick's Friends Newsletter: https://nickgray.net/signup-for-email-updates/ Socials• LinkedIn: https://www.linkedin.com/company/long-angle• Twitter/X: https://x.com/LongAngleHNW• Instagram: https://www.instagram.com/longanglehnw/• Facebook: https://www.facebook.com/longanglehnw 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 explores how experienced investors, founders and operators actually approach the real questions wealth creates — from private markets and capital allocation to business exits and life design.

    41 min
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3.7
out of 5
27 Ratings

About

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.

Information

  • Creator
    Long Angle
  • Years Active
    2025 - 2026
  • Episodes
    32
  • Rating
    Clean
  • Copyright
    © 2025 Navigating Wealth
  • Show Website
    Navigating Wealth

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