Kyle Westaway

Attorney / Writer

About

Kyle Westaway is a startup attorney. For over 15 years he’s helped early-stage founders scale their companies smarter.

He’s the author of Profit & Purpose: How Social Innovation is Transforming Business for Good and a Contributor at Forbes, where he writes about entrepreneurship. He writes two popular newsletters: Weekend Briefing and Founder Fridays.

Kyle taught for a decade at Harvard Law School and Cornell Law School.

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 — 2014

Author at 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.

Side Projects

Ongoing

Music ↗

Monthly playlists.

Ongoing

Books ↗

Books I’ve read recently.

Ongoing

Mental Models ↗

Catalog of mental models.

Ongoing

Learning ↗

Courses and conferences.