Head of Operations

Job Description:

FreeWorld is seeking an experienced, high-performing, get shit done Head of Operations to join our growing team. The Head of Operations will report to the CEO and is an entrepreneurial team member who will serve as a thought partner to help implement the Founder/CEO’s vision and strategy. 

The Head of Operations works with urgency, with excellent communication and time management skills. The Head of Operations supports the CEO in identifying and maintaining high standards and quality programming. The Head of Operations thrives on bringing order to chaos, is a problem solver, and can build strategies at scale. You are passionate about our mission at FreeWorld and understand the outsized and life changing impact that your work will have to support our student’s success. 


To end the era of mass incarceration and generational poverty by:

What you’ll do:

What you’ll have:

Where you’ll work

The Bay area is preferable because you will be working very closely with our CEO, but we are open to hiring anywhere in the United States. FreeWorld is a 100% remote company. 

Board of Directors

Hiring Process

  1. We have a 15 minute introductory call. If we love each other, then…
  2. You read all of this documentation and sleep on it. If in the morning, you are still super-excited then…
  3. You write up a 1-page version of an Issue / Proposed Solution about a real issue in your life. To understand how it works, please read Decision-Making (8min).
  4. You talk to other members of the team.
  5. We talk again to go through your background for me to know who you worked with. 
  6. We agree on terms, pending references. I talk to a few of the folks that you worked with. 
  7. We start working together on a 30-day contract. If we both think it’s a fit, this moves to a full time role. 

Compensation and Benefits

The compensation for this position is based on experience, but we are targeting $100k - $120k.