Feb 24, 2023 · 42m · news
IAC CEO Joey Levin: Why Value Investing is BS; The Most Insane Element of SPACs | 20VC #982 · 20VC with Harry Stebbings
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
In this deep-dive interview, IAC CEO Joey Levin shares critical insights on corporate leadership, the structural flaws of SPACs, and the realities of navigating macroeconomic downturns. He outlines his personal philosophies on value investing, strategic resource allocation, and the foundational drive required to sustain a successful executive career.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 23.2% of the talking time here. How this is scored →
speaking balance: gold is Harry, purple is the guest (3 minute bins)
Joey aggressively rejects the structural validity of SPACs, arguing that granting uninformed third parties a free option to sell a company to the public in three months is completely insane.
Hardest push from Harry ▶ 8:20 Worker Entitlement PushbackHarry forcefully interrupts Joey to vent about younger employees constantly demanding high salaries, bonuses, and remote work, demanding to know when business needs will be prioritized.
Biggest teaching moment ▶ 13:45 Private vs Public Valuation DynamicsJoey educates Harry on why private market valuations remain artificially inflated, citing dry powder, LP/GP misaligned incentives against markdowns, and the lack of short sellers.
Harry holds his own ▶ 18:59 Elements of Style QuoteHarry demonstrates mastery over product messaging principles by reciting William Strunk Jr. and E.B. White's Elements of Style rule on concise writing verbatim.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Harry as informed peer | Guest teaching | Guest disagreement | Harry pushing back | Why |
|---|---|---|---|---|---|---|
| Childhood Dreams, Fitting In, and the Inevitability of Success | 2 | 1 | 0 | 0 | Harry opens with rapport-building questions regarding Joey's childhood career aspirations, golf, and career trajectory at IAC. Joey warmly reflects on mentors like Barry Diller and Jack Welch without any friction or pushback. | |
| Career Advice for Graduates: Finding Work That Excites You | 3 | 2 | 1 | 4 | Harry presses Joey on young employees demanding remote work, high salaries, and balance despite macro downturns. Joey thoughtfully contextualizes this as a result of repeated government bailouts after 2008 and the pandemic. | |
| Recession Morale, the Figma Valuation, and Counter-Cyclical Cash | 5 | 4 | 3 | 3 | Harry invokes Benjamin Graham and Sequoia's 100x revenue investment in Figma to probe Joey's claim that value investing is misunderstood. Joey politely reframes value investing to include paying high multiples for high future growth. | |
| The Valuation Mismatch: Private Markets vs. the Public Reality | 5 | 4 | 2 | 3 | Harry brings data from seed markets and quotes PE investor Orlando Bravo to ask if current private valuations reflect reality. Joey educates Harry on why private markets artificially delay valuation write-downs compared to short-seller-influenced public markets. | |
| Simplification, concise messaging, and Angie's Unique Corporate Values | 4 | 3 | 2 | 5 | Harry recites Strunk and White's Elements of Style verbatim to illustrate concise messaging, but challenges Joey's emphasis on corporate values as generic fluff. Joey pushes back by sharing specific uncomfortable values instituted at Angie. | |
| The Logistics of Dual CEO Roles and Work-Life Choices | 5 | 5 | 3 | 4 | Harry brings up SPAC collapse stats (98% below offer price) and quotes Henry Ellenbogen. Joey forcefully criticizes the core mechanics of SPACs, calling the three-month free option given to outside investors completely insane. | |
| The Psychology of Wealth, Parenting, and Character-Building Adversity | 2 | 2 | 1 | 2 | Harry asks reflective personal questions about net worth swings and instilling drive in wealthy children. Joey candidly shares his parenting internal conflict between shielding kids and building character through adversity. | |
| Childhood Frugality, Drive, and Turning Around Dot Dash | 3 | 3 | 2 | 4 | Harry jokingly calls out Joey's mother's extreme frugality rules as harsh on children. Joey defends the upbringing as healthy ambition-building before breaking down IAC's disciplined framework for turning around Dotdash. | |
| CEO Resource Allocation and the 20VC Quick Fire Round | 2 | 2 | 2 | 1 | Harry conducts a quickfire round covering marriage, venture capital, and board members. Joey playfully dismisses venture capital before cautioning against overfunding startups with cash. |