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  1. We Study Billionaires - The Investor’s Podcast Network
  2. TIP764: The Art of Buffett w/ Tobias Carlisle
TIP764: The Art of Buffett w/ Tobias Carlisle

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network · Oct 31, 2025

Tobias Carlisle decodes Buffett's iconic deals (Gen Re, BNSF, Apple) using Sun Tzu's 'Art of War,' revealing timeless strategies for risk and success.

Investing Success Stems More From Avoiding Ruin Than From Picking Winners, a Concept Known as 'Via Negativa'

Drawing from Sun Tzu and Charlie Munger, the key to long-term investment success is not brilliance in stock picking, but systematically avoiding common causes of failure. By identifying and steering clear of ruinous risks like excessive debt, leverage, and options, an investor is already in a superior position.

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TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago

Buffett Waited for Activists to 'Perfect' Apple's Capital Policy Before Investing

Instead of engaging in a costly activist battle himself, Buffett practiced Sun Tzu's principle of 'winning without conflict'. He waited until activists like Icahn and Einhorn had pressured Apple's management to implement a shareholder-friendly buyback policy. Once the opportunity was 'perfected' by others, he deployed capital peacefully and massively.

TIP764: The Art of Buffett w/ Tobias Carlisle thumbnail

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago

Corporate America's Obsession with Efficiency Creates Systemic Fragility that Berkshire Hathaway Avoids

Many S&P 500 companies optimize for short-term efficiency through high leverage and lean operations, making them fragile in a crisis. Berkshire Hathaway prioritizes endurance and durability, maintaining a 'lazy' balance sheet with excess cash. This sacrifices peak efficiency for the ability to withstand and capitalize on systemic shocks that cripple over-optimized competitors.

TIP764: The Art of Buffett w/ Tobias Carlisle thumbnail

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago

Great Investments Invert MPT: A Lower Price Decreases Risk While Increasing Potential Return

Contrary to Modern Portfolio Theory, which links higher returns to higher risk (volatility), Buffett's approach demonstrates an inverse relationship at the point of purchase. The greater the discount to a company's intrinsic value, the lower the risk of permanent loss and the higher the potential for returns. Risk and reward are not a trade-off but are both improved by a cheaper price.

TIP764: The Art of Buffett w/ Tobias Carlisle thumbnail

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago

Buffett's Japanese Investment Was a 'Positive Free Carry' Masterpiece Using 0% Yen-Denominated Debt

Buffett financed his massive investment in Japanese trading houses by borrowing in Yen at near-zero interest rates. This created a 'positive carry' where the high dividend yields (6-9%) paid for the costless debt, generating hundreds of millions in free cash flow annually. The yen-denominated debt also perfectly hedged the currency risk of the yen-denominated assets.

TIP764: The Art of Buffett w/ Tobias Carlisle thumbnail

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago

Buffett's BNSF Railroad Bet Synthesized Geopolitics, Tax Codes, and Regulation to Unlock Hidden Value

Buffett's purchase of BNSF, which seemed like a capital-intensive departure, was a masterclass in multi-variable analysis. He combined the geopolitical shift towards US-Asia trade (favoring BNSF's Pacific routes), changes in the tax code allowing accelerated depreciation, and a favorable regulatory environment to see a durable 10%+ return where the market only saw 6%.

TIP764: The Art of Buffett w/ Tobias Carlisle thumbnail

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago

Warren Buffett Used Overvalued Berkshire Stock to Defensively Acquire Gen Re's Bonds Before the Dot-Com Crash

Buffett strategically used Berkshire's and Coca-Cola's inflated stock prices as currency to acquire Gen Re. This swapped his overvalued equity risk for Gen Re's stable bond portfolio, which acted as a ballast and protected Berkshire during the subsequent market crash. He allowed the deal to be publicly perceived as a mistake, masking its strategic genius.

TIP764: The Art of Buffett w/ Tobias Carlisle thumbnail

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago

The S&P 500's Self-Selection Mechanism May Be Safer Than Any Single Company Over a 200-Year Horizon

While Berkshire Hathaway is built for durability, the S&P 500 index possesses a unique long-term advantage: its self-cleansing mechanism. As dominant companies inevitably falter over centuries (e.g., NVIDIA), the index automatically replaces them with the next generation of winners. This constant rejuvenation could make the index a more resilient investment over an extremely long timeframe.

TIP764: The Art of Buffett w/ Tobias Carlisle thumbnail

TIP764: The Art of Buffett w/ Tobias Carlisle

We Study Billionaires - The Investor’s Podcast Network·4 months ago