Unlock The Business Secrets of the World’s Top Creators

Behind every successful creator is a hidden struggle to grow. My weekly newsletter turns hundreds of hours of executive coaching sessions into personalized lessons that help you master the psychology of entrepreneurship.

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The investment my firm has made in coaching with Barrett has the highest ROI of any investment we’ve made to date. Barrett’s approach has caused immeasurable growth for both myself and my team.

Darrell Vesterfelt

Founder, Mount Haley

I’m an executive coach, writer, and former startup executive helping mission-driven creators scale their businesses without losing themselves in the process.

Here to Serve Entrepreneurs Like You

It is courageous and important work to turn your knowledge into a business that serves the world.

As a creator building something meaningful, you understand this journey—but you also know the struggles that come with it. My work helps you navigate the inner journey of outward success.

Build wealth while making a positive impact on the world

Navigate the psychological and emotional barriers to sustained growth

Transform challenges of the past into fuel for progress.

Experience the wholeness that comes with inner and outer alignment

The Good Work Podcast

Long-form interviews with world class artists, athletes, authors, and entrepreneurs about the inner journey of outward success—so you can apply their wisdom to your own journey.

From War Zones to Wildlife: Ami Vitale’s Journey to Hope Through Photography

This week, I talk with someone who’s been on my dream guest list since day one—Ami Vitale. Ami is a National Geographic photographer and filmmaker

Work with me

Executive Coaching for Seven Figure Creator-Founders

You have a thriving audience, a business generating millions in annual revenue, and a vision to scale your impact further. But scaling success requires scaling yourself. That’s where I come in.

Group Coaching for Six Figure Creators

Achieve clarity, confidence, and actionable strategies for your personal and professional growth.

Strategic Planning for Founders and Creators

Expert guidance to navigate challenges and seize opportunities in your career.

The Greatest Hits

Not sure where to start? I’ve curated a small collection of my most popular and important writing here for you.

Career Search

20 min read

How to Reinvent Yourself: Lessons Learned from My Career Transition and How to Find Your Next Great Thing

In August 2021, I resigned from my role as COO at ConvertKit. I sold most of my stock and set…

Climate Tech

18 min read

Carbon Direct: The $160 Trillion Opportunity Hiding in Plain Sight

There’s an untapped $160 trillion market teeming with potential and on the verge of surging with economic activity — and…

Essays

9 min read

A Simple System for Creating Community Based on Dunbar’s Number

My wife was busy on that Saturday afternoon in 2014, so I pulled out my list of my friends in…

Company Culture

17 min read

How to Plan a Team Retreat for Your Remote Company

19% of remote workers say that loneliness is their #1 struggle with working remotely according to Buffer and company’s 2019…

Company Culture

8 min read

How to Recover from a Mistake as a Leader

March 1, 2018. I won’t forget that date any time soon because it was the day I made my first…

Company Culture

4 min read

How We Structure the 50-Person Team at ConvertKit

As a team grows from the early stages when everything feels fun and crazy into a more mature phase of…