Join Our Team

Current Job Opportunities

Challenge Day is an equal opportunity employer located in Concord, California.

Challenge Day is active in attracting talented and passionate team members. If you are interested in sharing your information, please see below. We will review regularly and reach out to you if we post a position in your areas of expertise and passion.

How to become a Challenge Day Leader

Challenge Day Leader position

Being a Challenge Day Leader is much more than a job. It is choosing a way of life. Because we often teach what we most need to learn, becoming and being a Leader will be "Your School of Personal Discovery and Growth."

Challenge Day is a metaphor for life. Every single part of this work has meaning and purpose. As you learn the process and begin applying it to your life, we believe you will find the lessons and insights to be life-changing.

Challenge Day Leaders and Trainees will tell you that once you have committed to becoming a Challenge Day Leader, it is a constant unfolding and calling in of life lessons and personal truths. It's also an on-going journey of discovering new parts of yourself as you continue to challenge yourself to step outside your comfort zone.

Read and Apply

If you are interested in being a leader, read and complete the entire Challenge Day Leader Job Announcement as well as the Leader Application carefully as it includes important information regarding the hiring process and training information.

Please see requirements below and send cover letter and application to [email protected].

Upon review of submitted application materials, applicants may be invited to participate in a phone interview and then possibly invited to audition.

The application deadline has passed, we encourage you to subscribe to our newsletter to be alerted when new positions become available

If you have any questions, please email [email protected]

To download the 2020-2021 Announcement and Application, right click on the links below and click "Save As..."

Or use these links to download from Google Drive.


Volunteer at as many Challenge Days as possible as an Adult Participant so that you can experience a diversity of Leaders, schools and youth and get a sense of what it’s really like to be a Leader. Be sure to let the Leaders at the day know - before the day starts - that you're interested in being a Leader.


Watch our videos, including episodes of MTV's If You Really Knew Me series featuring Challenge Day, Teen Files: Surviving High School and our featured videos.  All these videos will give you a peek into what happens at Challenge Day programs.

Personal Growth Workshops

As a Challenge Day Leader applicant, you are required to attend our Being the Change (Level 1) and our Living the Change (Level 2) personal growth workshops. These workshops are three days and offer a comprehensive and deep exploration of Challenge Day’s principles, practices, tools, philosophies, culture and history. Challenge Day Leaders not only teach compassion, forgiveness and connection, they live it. Led by our founders Rich and Yvonne, these workshops give you an opportunity to connect with Challenge Day on a deeper level and access more tools to broaden your experience as a future Challenge Day Leader. Click here for workshop dates and registration.