Article

2 Cold Emails I Funded For Millions

SaaStr (Jason Lemkin) Free Intermediate

Jason Lemkin is the investor on the other end of the email, walking through two real cold emails he actually funded and explaining exactly what made them work. Seeing a VC narrate his own reaction line by line is a different kind of useful than a how-to guide, it shows you what 'not desperate' reads like from the buyer's side.

  • Great outbound works when you understand the specific investor's interests, not with generic targeting
  • Low-drama, specific asks (a meeting in two weeks) outperform urgent, immediate ones
  • Data-rich but confident framing makes taking the meeting feel like an easy next step, not a risk

It answers 2 questions

  1. How do I write a cold email to an investor without sounding desperate?
  2. What are the most common cold email mistakes that make people delete on sight?

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