A Letter a Day

A Letter a Day

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Letters from Investors, Founders, and Operators.

Letter #327: John Ternus (2024)
BlogApr 21, 2026

Letter #327: John Ternus (2024)

John Ternus, Apple’s incoming chief executive, addressed the Penn Engineering Class of 2024 in a commencement speech that blended personal anecdotes with forward‑looking advice. He highlighted the importance of meticulous engineering, humility, and lifelong learning while underscoring Apple’s carbon‑neutral operations...

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Letter #326: Brian Halligan and Dharmesh Shah (2014)
BlogApr 14, 2026

Letter #326: Brian Halligan and Dharmesh Shah (2014)

HubSpot’s 2014 IPO shareholder letter recounts how founders Brian Halligan and Dharmesh Shah turned a simple observation—people reject interruptive outbound tactics—into the inbound marketing movement. They built an integrated platform that bundles CMS, SEO, social, and automation tools, making it...

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Letter #322: Doug Leone and Assaf Rappaport (2021)
BlogMar 17, 2026

Letter #322: Doug Leone and Assaf Rappaport (2021)

In a candid conversation, Sequoia partner Doug Leone and Wiz CEO Assaf Rappaport discuss Sequoia’s new permanent‑capital fund, its “spiky” founder ethos, and the firm’s expanding European presence. They highlight Wiz’s meteoric rise—from $1 million to $500 million ARR in 18 months—to...

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