Our Story

In 2015 PILOT was founded in New York City by former SVP of HR and CEO/Executive Coach Ben Brooks. He believed in the mission for everyone to feel powerful at work so much that he poured his life's savings into founding and funding the company.

Ben's background in HR made him keenly aware that fewer than 1% of employees have access to executive coaching despite its impact and promise. This represented a lose-lose for organizations and employees, as employers suffered from needless turnover, disengagement or untapped talent potential and employees were left frustrated, feeling stuck, helpless, and missing out on career opportunities.

PILOT's approach is rooted in an employee owned, organization supported philosophy around career development and employee experience. We've addressed the shortcomings in most internally developed or externally bought talent development programs. This includes PILOT being affordable, scalable, time efficient, fast to implement, and with clear metrics to prove employee growth and organizational ROI.

Since our founding we've been a remote-first team, tapping into exceptional crew members across the United States and globally.

Our company is proud to be a certified LGBT-owned Business Enterprise by the NGLCC, one of just a ~dozen such businesses in the enterprise SaaS segment nationwide. DEI is at the core of our origin story, operating philosophy and market impact.

Our Mission

Help everyone feel powerful at work.

Too often, a select few get access to meaningful career development and coaching. PILOT is here to democratize development and ensure everyone has the tools, perspectives, and support needed to contribute exactly where they are right now. Our program puts members in the driver’s seat of their careers so they can accelerate their rate of success. We want everyone to be impactful both at work and in their own lives.

Our Values


We are alive in our interactions


We are creative yet grounded in our approaches


We are compassionate and kind


We are accountable for our work and its impact


We are relentlessly pursuing excellence


Diageo Top Supplier for Diversity Excellence 2022
Brandon Hall Group Gold Excellence in Leadership Develeopment 2019
Brandon Hall Excellence in Technology Awards Silver 2021
EY 2022 Biz Pitch Winner NGLCC
Brandon Hall Excellence in Leadership Development Bronze 2018
Work Technology 2020 Startup to Watch Starr Conspiracy
Human Resource Executive Winner 2020 Top HR Product
2019 Pitchfest Win: Rachel Crice, Ben Brooks, and Amy Shade with $25,000 check

Meet the team.