![Jeremy Giffon - The Billion Dollar PDF - [Invest Like the Best, EP.481]](/api/images/posts%2F41e4ddcc-f995-4ce1-8355-0e5ce24d04b4.jpg)
Investors should target "Old" Private Companies (6–7 years old) that have recently inflected due to AI catalysts, as their slow starts often lead to significant undervaluation compared to newer startups. Avoid traditional SaaS companies with per-seat pricing models and instead prioritize AI-native software firms that utilize usage-based pricing to offset higher compute costs. For private market exposure, prioritize Emerging Managers over large growth funds, as smaller managers are more psychologically and financially aligned with generating high returns rather than collecting fees. Retail investors should exploit their lack of "career risk" by holding high-conviction, "weird" assets like Bitcoin or "Long Elon" plays (Tesla, SpaceX secondary markets) that institutional mandates often restrict. Monitor X (formerly Twitter) as a leading indicator for market sentiment, as algorithmic narratives now drive high-variance pricing in the Mag 7 and broader tech sectors.
• The Great Filter: In private markets, the primary product is realized cash returns, which take a decade to materialize. Therefore, the interim product is narrative. • The "Old" Company Inflection: There is a specific opportunity in companies that are 6–7 years old but have recently inflected (due to AI or other catalysts). These are often undervalued because their "story" (slow start) makes them harder to fund than a 2-year-old startup with the same revenue. • The Billion Dollar PDF: Capital often follows a "foundational viewpoint" or a specific narrative crystallized at the right time. Investors should look for these narrative shifts that dictate where billions of dollars of capital will flow.
• Information Monopoly: X (formerly Twitter) acts as the global newspaper for capital markets, politics, and entrepreneurship. • The Poster Class: A new "priestly class" of elite "posters" has emerged. Even the billionaire class is becoming subservient to this group because attention and influence are becoming scarcer than capital. • Algorithmic Pricing: Markets are increasingly priced based on narratives selected by algorithms (X, YouTube, etc.). This creates a lack of nuance and high variance in the stock prices of even the largest companies (Mag 7).
• Death of "Selling Strings": Traditional SaaS was built on selling copies of code with near-zero marginal costs and high gross margins. • The Compute Era: AI-driven software requires compute for every output, meaning the marginal cost is no longer zero. • The "Walmart-ification" of Software: The future of software likely involves lower gross margins, thinner net margins, but massive scale. Returns will accrue to those who can provide the most scale.
• White-Collar Automation: Any task that can be automated likely will be. This is particularly threatening to "middle-man" white-collar roles that involve moving bits from one place to another. • New Vocation: As AI handles the "fake work" (meetings, standby time), human value will shift toward unique gifts, creativity, and high-level relationship management.
• Cultural Shift: The dominant finance firms of the last era (e.g., KKR, Blackstone, Apollo) were built on debt and financial engineering (LBOs). The next era of giant firms will likely be those whose "founding act" was equity-driven and optimistic (Seed/Venture). • Capital Saturation: Too much capital is chasing a finite number of great founders. This has forced capital into high-CapEx areas like AI hardware and infrastructure simply because these sectors can "soak up" the excess money.
• Alignment: For smaller investors (checks under $1M), large growth funds are often poor vehicles. Emerging managers are often more tightly aligned with returns because their future depends on performance rather than management fees. • The "Looking Up" Factor: Underwrite the manager’s personal situation. A manager with $500k in the bank running a $50M fund is psychologically different from a billionaire running the same fund.
• Access as an Asset: A "feudal system" has emerged around mega-private companies (e.g., SpaceX, Waymo, OpenAI). • Landed Gentry: Certain individuals are given "allocations" (the right to invest) by "Lords" (e.g., Elon Musk, Mark Zuckerberg). These individuals then create SPVs, charging high fees just for access. This is a relational, synthetic asset class.
• Simplicity Over Complexity: Don't ignore the obvious. Simple strategies—like buying high-quality companies when they hit their 200-week moving average or being "Long Elon"—often outperform complex hedge fund strategies. • The Peter Lynch Approach: Individuals can outperform professionals because they don't have the "career risk" or "mandate constraints" that force professionals to sell winners or avoid "weird" assets like Bitcoin.
• Cap Table Optionality: In volatile times, avoid restrictive cap tables (e.g., high liquidation preferences, heavy debt). Raise less, stay nimble, and prioritize the ability to pivot (e.g., moving from per-seat pricing to usage-based pricing). • Disqualifying Talent: When hiring, use "divisive" or "ambiguous" job descriptions to force candidates to self-select. Look for "ideological minorities" or people who stand out in high-pressure environments.
• Narrative Volatility: Because the "Unifeed" (X algorithm) dictates consensus, market sentiment can shift violently based on a single viral post or "fanfic" about AI. • SaaS Margin Compression: Investors in traditional SaaS should be wary of the transition to AI-native models that carry significantly higher COGS (Cost of Goods Sold).

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