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This Week's Recap

2 episodes · Aug 3 – Aug 9

Latest Insights

Key takeaways from recent episodes

RWH071: Risk, Ruin, Reinvention & Resilience w/ Victor Haghani

  • **Personal Concentration Risk:** Haghani had roughly 80% of his liquid net worth in LTCM, but failed to account for his ownership stake in the management company and his human capital — both of which were also fully correlated to LTCM's survival. A proper expected utility analysis suggests the correct allocation was closer to 50% or less. Anyone working at a high-stakes firm should calculate total exposure across salary, equity, and invested capital before sizing their personal position.
  • **Expected Utility Over Expected Wealth:** Von Neumann and Morgenstern's expected utility framework — which Kahneman called the most consequential theory in social sciences — holds that rational decisions maximize expected happiness, not expected dollars. Because each additional dollar of wealth produces diminishing marginal satisfaction, a 50% chance of losing everything cannot be offset by a 50% chance of doubling wealth. Investors should build this concave utility curve explicitly into position sizing and risk decisions rather than chasing maximum expected return.

TIP836: Exor NV (EXO): The Massive Discount Continues To Widen w/ Kyle Grieve & Shawn O’Malley

  • **Holding Company Discount Dynamics:** Buying Exor at a 60% discount to NAV effectively provides Ferrari exposure at roughly 15x earnings when Ferrari itself trades at 30x — a structural arbitrage that requires no catalyst beyond NAV convergence. Historical average discount for Exor is ~30%, meaning even partial normalization from 60% to 30% represents a standalone double before any Ferrari business compounding occurs.
  • **Ferrari Valuation Reset:** Ferrari's management guided 5% annual revenue growth over five years at a time when the stock priced in significantly higher rates, compressing the PE from 57x to 36x. Investors should track whether operating margins reach the guided 29.5%–30% target — already within 0.5% — as margin expansion can drive earnings-per-share growth faster than top-line revenue when pricing power remains intact.

TIP835: Intuit (INTU): The S&P 500's Biggest Loser w/ Shawn O’Malley & Kyle Grieve

  • **Valuation Disconnect:** Intuit traded at a median 50x earnings from 2015–2025 and compounded at 24% annually. It now trades at 16x trailing earnings and approximately 10x forward earnings — a 50% discount to the broader S&P 500. The hosts model fair value at roughly $400/share, suggesting an 18% annualized return over five years from sub-$300 entry prices, with returns likely front-loaded as narrative shifts.
  • **TurboTax Revenue Mix:** Bears fixate on DIY tax filing volumes, which peaked in 2022 and have declined roughly 9% cumulatively since. However, DIY represents only 12% of TurboTax's total addressable market. The assisted tax market — people paying for human-plus-AI help — is a $37 billion opportunity, 88% of total tax prep spend. TurboTax Live, the assisted product, has compounded at 38% annually for five years and now represents the majority of TurboTax revenue.

TIP834: DLocal (DLO): Multibagger Potential with Decade-Long Runway w/ Daniel Mahncke & Shawn O’Malley

  • **Dual megatrend positioning:** dLocal captures two simultaneous growth engines — emerging market digitalization and Western tech giants expanding into those markets. Unlike betting on which local company wins in Brazil or Nigeria, dLocal profits regardless of which local player dominates, because its revenue grows when Amazon, Netflix, and Spotify grow their emerging market volumes. This reduces single-company risk while maintaining full exposure to the secular trend.
  • **Take rate vs. margin distinction:** dLocal's take rate fell from 2.9% in 2020 to 0.9% today, but this metric misleads. The relevant framework is the V-shape: TPV grows fastest, gross profit grows slower due to take rate compression, but net profit grows faster than gross profit due to operating leverage. Investors should track EBIT-to-gross-profit ratio, not take rate alone, to assess whether the business is actually compounding value.

Recent Episode Summaries

20 AI-powered summaries available

119 min episode3 min read

→ WHAT IT COVERS Victor Haghani, co-founder of Long-Term Capital Management and current CIO of Elm Wealth, traces his four-decade investing career from Salomon Brothers' arbitrage desk through LTCM's 90% collapse in 1998 to building a low-cost, dynamically allocated index investment firm, extracting lessons on position sizing, expected utility, and surviving catastrophic risk.

83 min episode3 min read

→ WHAT IT COVERS Kyle Grieve and Shawn O'Malley revisit their Exor NV investment thesis, examining how the Italian holding company's ~60% discount to net asset value has widened since purchase at $86/share (now $79), with Ferrari as the primary underlying asset trading at 36x earnings after falling from 57x, and assess whether the thesis remains intact.

78 min episode3 min read

→ WHAT IT COVERS Shawn O'Malley and Kyle Grieve analyze Intuit (INTU), the S&P 500's worst performer in 2026, down 60% from its peak despite 15% revenue growth and 30% operating profit growth. They examine whether AI disruption fears are overblown and whether the stock at 16x earnings represents a generational buying opportunity or a value trap. → KEY INSIGHTS - **Valuation Disconnect:** Intuit traded at a median 50x earnings from 2015–2025 and compounded at 24% annually.

82 min episode3 min read

→ WHAT IT COVERS Daniel Mahncke pitches dLocal (DLO), a Uruguay-founded B2B payments company serving global tech giants like Amazon, Netflix, and Uber across 60+ emerging markets. Trading at 15x earnings with 50%+ revenue growth, dLocal processes $40B annually in total payment volume, acting as the single API connecting Western merchants to fragmented emerging market payment rails.

121 min episode3 min read

→ WHAT IT COVERS Christopher Begg, CEO/CIO of East Coast Asset Management and Columbia Business School security analysis instructor, explains his concentrated portfolio approach — holding fewer than 10 companies — built around identifying "hidden in plain sight" businesses with widening moats, secular tailwinds, and strong operators, while using graph theory, cloud analysis, and deep attention to separate temporary misperception from permanent impairment.

75 min episode3 min read

→ WHAT IT COVERS Kyle Grieve and Shawn O'Malley analyze Perimeter Solutions (PRM), a serial acquirer modeled on the TransDigm playbook, led by TransDigm founder Nicholas Howley. The episode covers PRM's two business segments—fire safety and specialty products—its acquisition strategy, founder advisory fee structure, competitive moats, key risks, and an intrinsic value estimate of $46 per share.

66 min episode3 min read

→ WHAT IT COVERS Kyle Grieve and Shawn O'Malley analyze Fairfax Financial (FFH.TO), a Canadian insurance holding company led by Prem Watsa that has compounded book value at 18% annually since 1985. The episode covers Fairfax's business model, GFC bet, capital allocation strategies, competitive advantages, management structure, valuation, and comparison to Berkshire Hathaway. → KEY INSIGHTS - **Float as free leverage:** Fairfax grew its insurance float from $13M in 1985 to $40.

87 min episode3 min read

→ WHAT IT COVERS Daniel Mahncke and Shawn O'Malley analyze Pinduoduo (PDD), the Chinese e-commerce giant trading at roughly 3x forward operating profits with $60 billion cash representing ~60% of its $110 billion market cap. They examine PDD's team-buying model, Temu's regulatory collapse, domestic competition from Douyin, and whether the valuation compensates for opacity and geopolitical risk.

73 min episode3 min read

→ WHAT IT COVERS Kyle Grieve and Shawn O'Malley analyze SpaceX's post-IPO valuation of $2.5 trillion across three business segments — space launches, Starlink connectivity, and the XAI/Twitter AI unit — examining competitive moats, TAM projections, executive compensation tied to Mars colonization, and whether current pricing at 110x revenue offers any margin of safety.

88 min episode3 min read

→ WHAT IT COVERS Daniel Mahncke and Shawn O'Malley analyze Kaspi.kz ($KSPI), a Kazakhstan-based super app controlling payments, e-commerce, and fintech for 70% of the country's 20 million people. Trading at roughly 7x earnings, the company generates 65%+ net income margins on payments and 8% dividend yield, while expanding into Turkey through a $1.1B acquisition of Hepsiburada.

68 min episode3 min read

→ WHAT IT COVERS Shawn O'Malley and Daniel Mahncke analyze RH (formerly Restoration Hardware), a $3.5B revenue luxury home furnishings company attempting to build an American luxury empire through galleries, restaurants, yachts, private jets, and hotels under CEO Gary Friedman, while carrying $2.5B in term loan debt against a $2.8B market cap. → KEY INSIGHTS - **Counter-cyclical expansion strategy:** When housing markets freeze and competitors retreat, RH accelerates investment.

66 min episode3 min read

→ WHAT IT COVERS Daniel Mahncke and Shawn O'Malley analyze Auto1 Group, a Berlin-founded used car marketplace operating across Europe. With 840,000 cars sold annually at 22% growth, 3% market share, and a €700 billion total addressable market, they examine whether Auto1 can replicate Amazon's dominance in European used car transactions. → KEY INSIGHTS - **Graveyard Advantage:** Every major online used car competitor—Cazoo (raised €2B, went bust), Shift, CarLotz (both bankrupt), and Carvana...

116 min episode3 min read

→ WHAT IT COVERS Emily Haisley, head of the behavioral finance team at BlackRock — the world's largest asset manager with $14 trillion in assets under management — explains how her team uses portfolio analytics, physiological data from Oura rings, AI-powered market simulations, and structured group decision-making processes to identify and reduce costly behavioral biases in professional fund managers.

72 min episode3 min read

→ WHAT IT COVERS Kyle Grieve and Shawn O'Malley analyze American Tower (AMT), a REIT owning ~150,000 cell towers globally, currently in a ~40% drawdown from 2021 highs. They examine its three competitive moats, deteriorating balance sheet with $37.3B in debt, REIT structural constraints, and why the business earns admiration but not a portfolio position at current prices. → KEY INSIGHTS - **Multi-tenant operating leverage:** A single AMT tower costs $275,000 to build.

60 min episode3 min read

→ WHAT IT COVERS Stig Brodersen, Tobias Carlisle, and Hari Ramachandra pitch three AI-pressured stocks — Meta, Booking Holdings, and Adobe — each trading at significant discounts from recent highs. The discussion centers on whether AI represents genuine disruption or temporary market fear, examining CapEx risk, switching costs, distribution advantages, and valuation across all three companies.

86 min episode3 min read

→ WHAT IT COVERS Daniel Mahncke pitches Copa Holdings (CPA), a Panama-based airline trading at roughly 8x earnings, to a skeptical Shawn O'Malley. The episode examines why airlines historically destroy capital, then builds the case that Copa's geographic hub position, sub-$0.06 cost structure, and 38-year CEO tenure create durable structural advantages unavailable to competitors.

66 min episode3 min read

→ WHAT IT COVERS Kyle Grieve examines Ron Insana's bubble framework from *Trend Following*, tracing recurring patterns from 1850s plank road companies through the 1990s tech crash to today's AI buildout. Using Kindleberger's five-stage model and Insana's five-ingredient checklist, the episode provides concrete tools for distinguishing overvalued assets from genuine compounders.

80 min episode3 min read

→ WHAT IT COVERS Kyle Grieve and Shawn O'Malley analyze QXO, Brad Jacobs' latest roll-up targeting the $300B North American building products distribution industry. Jacobs, who previously generated 55x returns at United Waste and 50x at XPO, aims to reach $50B in revenue within a decade through acquisitions of Beacon Roofing, Kodiak Building Partners, and TopBuild.

80 min episode3 min read

→ WHAT IT COVERS Shawn O'Malley and Daniel Mahncke analyze Grab Holdings, the Southeast Asian super app that forced Uber to exit the region entirely. The episode covers Grab's origin story, its cash-payment architecture, proprietary mapping system, fintech flywheel, path to profitability, and key risks including regulatory take-rate cuts and loan book opacity across eight countries.

73 min episode3 min read

→ WHAT IT COVERS Daniel Mahncke pitches Wix as a value opportunity trading at 4-5x free cash flow after a 30% post-earnings drop, arguing the market misunderstands the company's transition from a drag-and-drop website builder into an AI-native platform anchored by its 2025 acquisition of Base 44, a vibe-coding tool growing 50% every 12 weeks from $3M to $150M ARR.

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