Strategic Consulting  ·  Executive Coaching  ·  Author

Stephen P. Hills

Former President, The Washington Post
Founding Director, Georgetown Law

I work with leaders who have built something real and are ready to think clearly about what comes next.

Stephen P. Hills
About
Stephen P. Hills
Stephen P. Hills
HillsScape Consulting

I learned how to earn admiration long before I learned how to let myself be known.

I spent nearly three decades at The Washington Post, the last fourteen years as President and General Manager. I led the company through its sale to Jeff Bezos and was named the most innovative media company in the world by Fast Company. As a board member of Classified Ventures, I helped guide the development and scaling of Cars.com and Apartments.com.

I am the Founding Director of the Business Law Scholars Program at Georgetown Law School, where I also teach. I serve on the board of AvalonBay Communities. The work I do now — consulting, coaching, and writing — grows directly from those decades of building, leading, and occasionally reckoning with what all of it actually cost.

I live in Chevy Chase, Maryland with my wife Joslyn.

MBA, Harvard Business School  ·  BA Philosophy, Yale University
Former President & General Manager, The Washington Post
Founding Director, Business Law Scholars Program, Georgetown Law
Board Director, AvalonBay Communities
Active member, Young Presidents' Organization
How I Work

Strategic Consulting & Executive Coaching

Strategic Consulting

I work with companies navigating disruption, transformation, and the specific challenges that come with leading through rapid change. My consulting engagements are hands-on and direct — I think alongside leadership teams, not at them.

  • Business model innovation in disrupted industries
  • Digital transformation strategy
  • Leadership team alignment
  • Media, technology, and real estate sectors
Executive Coaching

I work exclusively with C-level executives. The coaching I offer is informed by decades of leading at the highest levels and by nearly a hundred conversations with founders, CEOs, athletes, and senators about what drive builds, what it costs, and what comes next.

  • Individual coaching for CEOs and senior executives
  • Leadership transitions and second-half clarity
  • Performance without cost to what matters most
  • Customized programs, personally delivered

Engagements are by referral. Fees on a day rate or engagement basis. Inquire here.

Alphaholics Anonymous™

For high-achieving people who have succeeded by every measure that mattered — and sense the distance between a life that looks complete and one that feels complete.

The coaching work and the book grow from the same source: nearly a hundred conversations with people who built remarkable lives and then had to reckon with what the climb had cost them.
Visit the Book Website
Early Praise

"This is a phenomenal book. Filled with insight, humor, relevant research, and bullseye anecdotes."

Richard Sarnoff
Chairman, Simon & Schuster

"Success has many fathers...and drivers. Steve Hills's insightful interviews and excellent analysis reveal what motivates, and sometimes undermines, the most successful amongst us."

Willy Walker
Chairman & CEO, Walker & Dunlop

"This book gave me hope and knowledge that my situation is not unusual. Successful people share the same dilemma: how do you define success?"

Mats Wilander
7× Grand Slam Champion
References

What people say

"Steve is a clear and insightful creative thinker and strategist who is also very talented. I recommend Steve highly. Steve is also just simply a good man and fun to be around."

Jeff Bezos
CEO, Amazon  ·  Owner, The Washington Post

"Steve is one of the smartest and wisest people I know. He has excellent business judgment. Steve is also a great guy and a pleasure to work with."

Katharine Weymouth
Former Publisher & CEO, The Washington Post

"Steve has the unusual ability to combine his exceptional business acumen with his understanding of human motivation — a talent that has had a significant impact on our success."

Julia Springer
Founder & Co-CEO, Penzance

"Steve's counsel has been invaluable and has changed the trajectory of my career. He helped me tackle seemingly intractable business problems and made me a more empathetic, thoughtful, strategic and impactful leader."

Senior Executive
Coaching Client

"Proven to be an invaluable consulting resource — a keen ability to cut through complexity and deliver both good process and the right outcomes."

Richard Sarnoff
Chairman, Simon & Schuster

"One of the most relevant and dynamic presenters we have had to date. I'm grateful for the role you played in making this year's convention a success."

Linda Conway
Executive Director, New England Newspaper & Press Association

Get in touch.

For consulting, coaching, speaking, or general inquiries.