Stephen Bailey

Stephen Bailey

Co-Founder & CEO


San Diego, CA USA

Don’t ever let anyone else define you.


By Roadtrip Nation

Stephen Bailey


My road in life has taken me all over.
I grew up in New Orleans, Louisiana.
After graduating with a bachelor’s degree in history from Emory University, I went on to earn my law degree from Yale Law School.
After law school, I moved to New York and spent a couple of years working for the WilmerHale law firm before realizing that I wanted to transition from law into business.
I joined Frontier Strategy Group as its first chief product officer and moved up to CEO as the company grew—I led the company in helping leaders in large organizations be more effective in their jobs.
I left my role with Frontier Strategy Group to pivot into the education sector—I knew I wanted to make an impact in education, I just wasn’t quite sure yet what that would look like.
I eventually came up with the idea to partner with business schools in order to make business education more accessible through online formats.
With that idea in mind, I reached out to my network and partnered with a group of peers to create ExecOnline.
As CEO, I lead ExecOnline in our mission to help business leaders get the training they need to become more successful.
Keep following my journey


High School
Emory University
Yale Law School


Co-Founder & CEO

I lead a company that helps business leaders get the training they need to become more successful.

Career Roadmap

My work combines:
My work combines:
Helping People

Advice for Getting Started

Here's the first step for high school students

Pay attention to what excites and motivates you—you're the only person who can decide what that is. Others may try to define you—whether that's your parents, teachers, or someone else. Sometimes that advice is relevant to take in and consider. But it's important to pay the most attention to what you like and what motivates you. I've seen that the most successful and happiest people are the ones who stayed true to themselves and their unique paths.

Recommended Education

My career is related to what I studied. I'd recommend the path I took:



The Noise I Shed

From Society in General:

"Leadership looks one way."