Jun 30, 2022 · 1h 35m · allin
E85: SBF's crypto bailout, Zendesk sells for ~$10B, buyout targets, US diplomacy, AlphaFold & more
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In this episode of the All-In Podcast, the hosts analyze Sam Bankman-Fried's crypto bailouts, examine Zendesk's $10.2 billion private equity buyout amid SaaS valuation compression, and debate US foreign policy regarding the war in Ukraine alongside AI structural biology breakthroughs.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. The hosts hold 99.4% of the talking time here. How this is scored →
speaking balance: gold is the hosts, purple is the guest (3 minute bins)
Sacks angrily rejects Calacanis' argument on standing up to dictators, accusing him and policymakers of spouting nonsense and enabling an avoidable forever war.
Hardest push from the hosts ▶ 1:18:39 Calacanis challenges Sacks on appeasing PutinCalacanis directly refuses Sacks' premise, insisting that the free world has a moral obligation to stand up to dictators invading sovereign nations.
Biggest teaching moment ▶ 1:16:41 Sacks educates panel on 2008 diplomatic warningsSacks reframes Calacanis' 'madman' narrative by detailing specific historical cables from current CIA Director Bill Burns explicitly warning that NATO expansion into Ukraine was a unanimous Russian red line.
The host holds their own ▶ 54:22 Chamath refutes free cash flow distortions using BuffettChamath dismantles tech accounting practices that treat stock-based compensation as non-cash, citing Warren Buffett to prove it is a real operational expense.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | The hosts as informed peer | Guest teaching | Guest disagreement | The hosts pushing back | Why |
|---|---|---|---|---|---|---|
| Episode Opening Banter and Bestie Introductions | 3 | 1 | 2 | 3 | The hosts engage in introductory banter and intro rhymes before discussing whether to poll the audience regarding episode topics. Friedberg pushes back against Calacanis, arguing that tailoring topics based on audience surveys degrades editorial integrity like mainstream media. | |
| Crypto Market Collapse and SBF's Bailout Deals | 8 | 2 | 2 | 1 | Chamath breaks down the systemic mechanics behind the crypto crash, explaining off-chain trading exchanges, uncollateralized yield farming, and contagion from Terra Luna. He highlights the complete lack of market makers and clearing houses in the unregulated space. | |
| Examining Sam Bankman-Fried's California Tax Initiative | 6 | 3 | 4 | 4 | Sacks criticizes Sam Bankman-Fried for funding a California tax ballot initiative while residing in the Bahamas for tax and regulatory reasons. Chamath provides counter-perspective, explaining how SBF uses political donations to buy influence in Washington and California. | |
| Evaluating Crypto Technology Versus Speculative Mania | 8 | 4 | 3 | 4 | Friedberg dissects the contradiction of pricing cryptocurrencies in US dollars if they are intended to replace fiat currency. Chamath and Sacks discuss how fed liquidity drove speculative asset bubbles across tech and crypto alike. | |
| Zendesk Private Equity Buyout and Public SaaS Valuation Compression | 7 | 2 | 2 | 3 | Calacanis introduces Zendesk's $10B PE buyout deal following their rejection of a $17B offer months earlier. Sacks outlines public market SaaS multiple compression down to 5.5x revenue. | |
| SaaS Growth Ceilings and the Private Equity LBO Playbook | 8 | 3 | 3 | 3 | Chamath details the structural growth ceilings faced by bottoms-up SaaS businesses attempting to move up-market to enterprise sales. He explains how increased OpEx and competition from incumbents like Salesforce stall organic growth. | |
| Founder Burnout Activist Investor Pressure and Post Buyout Restructuring | 8 | 2 | 3 | 3 | Sacks explains founder burnout when transitioning from high-growth phases to cash-flow discipline demanded by public markets. He details how private equity firms restructure cost bases to extract hundreds of millions in free cash flow. | |
| Stock Based Compensation Dilution and Free Cash Flow Debates | 8 | 4 | 5 | 5 | Friedberg and Chamath debate stock-based compensation accounting and shareholder dilution. Chamath quotes Warren Buffett to argue that adding back stock compensation to free cash flow distorts true corporate profitability. | |
| M and A Regulatory Pressures and Distressed Public Tech Targets | 7 | 2 | 2 | 2 | Sacks highlights how aggressive FTC regulatory pressure under Lina Khan prevents strategic tech M&A, leaving private equity buyouts as the main exit path. Calacanis highlights distressed public tech targets like Peloton and BuzzFeed. | |
| Corporate Debt Investing and Macroeconomic Inflation Energy Dynamics | 8 | 2 | 3 | 3 | Chamath explains shifting his public market strategy toward tech corporate debt to secure senior capital structure placement. The group discusses Powell's commitment to raising rates even at the expense of economic growth. | |
| Macroeconomic Regime Change Inflation Psychology and Ukraine War Overhang | 8 | 3 | 4 | 3 | Sacks categorizes the three macro drivers damaging markets: interest rate expectations, impending recession, and the geopolitical overhang of the Ukraine war. Chamath warns of potential double-digit inflation prints coming in autumn. | |
| Diplomatic History NATO Expansion and the Precursors to Conflict | 8 | 5 | 7 | 7 | Sacks lays out the diplomatic history of NATO expansion since 2008, citing CIA Director Bill Burns' memo warning that Ukrainian NATO integration was a strict Russian red line. Calacanis pushes back against framing Putin as a predictable state actor. | |
| Debate on Ukraine War and US Foreign Policy Diplomacy | 7 | 4 | 9 | 9 | A heated exchange takes place as Calacanis argues the free world must stand up to aggressive dictators who invade sovereign nations. Sacks forcefully counters that American foreign policy failed at basic diplomacy and predictably triggered a destructive forever war. | |
| China's Demotion of Foreign Minister and Russia Ties | 9 | 2 | 2 | 2 | Chamath references China's demotion of its foreign minister over overly pro-Russia commentary. Friedberg delivers an expert overview of a groundbreaking Science paper using DeepMind's AlphaFold to model the nuclear pore complex. |