Brie Wolfson

Operator

Creator of the Kool-Aid Factory, a project that helps organizations treat culture with the same care they give products. Her work offers practical ways to write and shape company norms.

Wolfson spent nearly five years at Stripe. She worked in business operations and launched Stripe Press. She later started the Kool-Aid Factory to share lessons about team culture. [1]

Her First Round interview shows how she uses writing at work. She says that she thinks through writing, then lets the main idea emerge as she keeps writing. [1]

The Kool-Aid Factory is also evidence in its own right. Its site presents a series of zines and support for firms that want to work on company culture with care. [2]

The limit is clear. Her evidence is first-hand practice, shared through an interview and her own project. It is not a tested theory of culture. Trust her most on the craft of making norms visible. Check broader claims against research and the needs of a different firm. [1] [2]

1
First Round Review, “From Kickoffs to Retros and Slack Channels: Stripe’s Documentation Best Practices with Brie Wolfson,” accessed September 2, 2026.
https://review.firstround.com/podcast/from-kickoffs-to-retros-and-slack-channels-stripes-documentation-best-practices-with-brie-wolfson/
2
Brie Wolfson, personal site, accessed September 2, 2026.
https://www.briewolfson.com/