Kyle Westaway

Doer
DISC Type : ds

Managing Partner at Westaway

Brooklyn, New York, United States

Overview

Kyle Westaway is the Managing Partner of Westaway, a law firm he founded to serve startups with innovative, flat-fee pricing. With over 15 years of experience, he is a Forbes contributor and has taught social entrepreneurship at Harvard Law School and Cornell Tech. His clients often describe him as smart, agile, and creative.

Outside of his legal practice, Kyle is a prolific writer, authoring "Profit & Purpose" and running the popular "Weekend Briefing" newsletter on innovation and society. This newsletter, a long-standing passion project, explores the intersection of technology, business, and culture, reflecting his deep intellectual curiosity beyond the legal world.

Unique fact: Kyle was an entrepreneur before becoming a lawyer and founded his firm after struggling to find legal support that understood the needs of an early-stage company.

Personality Overview

Deliberate Doer

Long-term Focused

Results Focused

They are very professional in their approach and can weigh multiple perspectives together.  They might take some time to make their mind up but once they do, they don't change it easily. Reading between the lines and seeing beyond your words comes naturally to them.

Topics They Care About

Social Entrepreneurship
He teaches the subject at Harvard and Cornell, wrote the book "Profit & Purpose, " and founded his law firm to specifically serve social-impact startups.
Startup Law
As founder of Westaway, his entire professional focus is on providing legal counsel to startups, disrupting the traditional billable hour model with fixed monthly fees.
Business Model Innovation
His social media feed frequently analyzes unconventional business strategies of successful companies like Trader Joe's, Hermès, and the IPL, showing a keen interest in what makes them work.

Media Appearances

Kyle has no verified media appearances

Work History

1-2008
Managing Partner at Westaway
4-2020
Contributor at Forbes
2-2014
Editor at Weekend Briefing
1-2020 - 12-2022
Adjunct Professor at Cornell Tech
1-2013 - 6-2020
Lecturer on Law at Harvard Law School

Education

2004 - 2006
J.D. / M.A. from Regent University School of Law
1997 - 2002
BS from University of Tennessee, Knoxville

More Information

Social Presence :

Prographics :

Exp : 18 Location : Brooklyn, New York, United States Job Level : N/A Designation : Managing Partner at Westaway
URL has been copied!

Insights For Selling To Kyle

During A Call Or A Meeting

DO's

  • Come across as a trustworthy professional and be respectful, they usually know their game
  • Use phrases like 'your team deserves', 'best in class' etc.
  • Stick to your standard pitch and qualifying script, don't try to wing it

DONT's

  • Don't take their patience for granted, avoid long-winding sermons
  • Don't get into pricing discussions early on, steer conversation towards proven results
  • Don't shy away from asking hard questions, but be extra polite

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kyle is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Kyle

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Kyle move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Kyle take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Kyle

Personality Compatibility


More Profiles

Discover additional public profiles from our index.

Search more profiles

Looking for someone else? Search here for anyone.

Or visit Humantic AI to know more.