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Guide/04 School-by-School Supplements

Stanford Supplemental Essays 2026–27

Stanford's five 50-word short questions and three 250-word essays for 2026–27, including the roommate letter, and how to approach each.

Chapter 46 of 863 min readUpdated October 1, 2026 Preview

Stanford asks five short questions of 50 words each (society's biggest challenge, your last two summers, a historical moment you'd witness, an activity or responsibility, and five things that matter to you) and three 250-word essays: an idea that excites you about learning, a letter to your future roommate, and what you'll contribute to the Stanford community.

Stanford's questions are designed to reveal personality as much as achievement. This guide covers how to plan all eight together...

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What’s in this chapter

  1. 1The prompts at a glance
  2. 2The 50-word questions
  3. 3The three 250-word essays
  4. 4Plan all eight together
  5. 5See it on the page