Kyle Westaway

Attorney / Writer / Builder

I founded Westaway in 2008, a flat-fee law firm for early-stage founders, and still run it as Managing Partner. I wrote Profit & Purpose, write about entrepreneurship for Forbes, and publish Weekend Briefing and Founder Fridays. I also taught at Harvard Law School and Cornell Tech. These days, I’m learning to build AI products, and loving it.

Work

2008 – Now
Managing Partner at Westaway
A founder-friendly startup law firm.
2019 – Now
Contributor at Forbes
Writing about entrepreneurship.
2020 – 2022
Adjunct Professor at Cornell Tech
A course on social ventures.
2013 – 2020
Lecturer on Law at Harvard Law School
A course on social entrepreneurship.
2014
Author of Profit & Purpose
A book about social entrepreneurship.

Newsletters

2014 – Now
Weekend Briefing
A Saturday morning briefing on innovation and society.
2022 – Now
Founder Fridays
A Friday morning email helping startup founders and operators scale smarter.
2025 – Now
Acquired Briefing
Capturing brilliant insights from the Acquired podcast in a written briefing.

Builds

2026
Stack
A minimalist habit tracker.

Interests

Ongoing
Music
Monthly playlists.
Ongoing
Books
Books I’ve read recently.
Ongoing
Mental Models
Catalog of mental models.
Ongoing
Learning
Courses and conferences.
Ongoing
Adventure
Field notes from my adventures.

Kyle Westaway

Work

Newsletters

Builds

Interests

Writing

Features

Awards