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The Full Ratchet

Investor Stories 443. Why Great Investors Move Slowly, Go Deep, and Surround Themselves with the Right People (Hsieh, Madera, Bussgang)

4 min episode · 2 min read
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Episode

4 min

Read time

2 min

Topics

Investing

AI-Generated Summary

Key Takeaways

  • Network Strategy: Focus relationship-building on ideal customer profiles aligned with your fund thesis—other investors, fractional executives, wealth managers, and service providers who generate 80% of funded deals at firms like Cypress.
  • Sector Specialization: Select a narrow sector and invest one to three years understanding its dynamics, opinion leaders, and success patterns before making investments to gain pricing advantages and add real value.
  • Investment Pacing: Limit deals to one or two exceptional companies per year rather than five mediocre ones in six months, as weak portfolios consume bandwidth and prevent pursuing breakthrough opportunities three to four years later.

What It Covers

Three veteran venture investors share advice for early-career VCs: build targeted networks, specialize deeply in sectors, and prioritize quality over quantity in investments.

Key Questions Answered

  • Network Strategy: Focus relationship-building on ideal customer profiles aligned with your fund thesis—other investors, fractional executives, wealth managers, and service providers who generate 80% of funded deals at firms like Cypress.
  • Sector Specialization: Select a narrow sector and invest one to three years understanding its dynamics, opinion leaders, and success patterns before making investments to gain pricing advantages and add real value.
  • Investment Pacing: Limit deals to one or two exceptional companies per year rather than five mediocre ones in six months, as weak portfolios consume bandwidth and prevent pursuing breakthrough opportunities three to four years later.

Notable Moment

Busgang warns that new investors can fill their time managing ten to fifteen stagnant portfolio companies, leaving no capacity to pursue transformational deals when they appear.

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