Education Entrepreneur Fellowship

  • Job posted by Chicago International Charter School (CICS)

Job Type

Full Time




United States


Are you dissatisfied with the status quo in public education and want to imagine and build better ways of ensuring students reach their full potential? Chicago International Charter School (CICS) is seeking innovators that want to bring to life the classroom and school models that the future demands.


Chicago International Charter School (CICS) is a vibrant network of unique Chicago charter schools that prepares students to thrive in college and life, and empowers educators to innovate and lead. We strive to be a hub of excellence and innovation in Chicago education where every student flourishes, every school meets the unique needs of its students and community, and every success catalyzes citywide improvement.

To learn more about CICS, please visit:


Launching and running schools (or path-breaking classroom concepts) is a complicated and risky proposition. This is particularly true in Chicago’s current educational climate. By partnering with CICS, you are joining an established organization -- with a 20-year track record of delivering results across the K-12 continuum -- that is committed to innovating in service of student success. CICS currently operates 14 campuses, serving over 8,000 students from kindergarten through high school across Chicago.  

CICS is looking for Education Entrepreneurs to build on its platform by testing, refining, and implementing new approaches to teaching and learning fast. CICS will do the heavy lifting around operations, administration, finances ,and politics, and generally clear hurdles that would otherwise get in your way. You do what you do best: design and execute a set of high-impact learning experiences that the 21st century demands of our students. If you want to innovate in service of Chicago’s children, then we want to hear from you.

We are looking for educators for a range of opportunities, including:

  • Designing and launching new classroom models: These Fellows will design and launch a new school model with a cohort of 25 students at either an existing CICS campus (i.e., a school-within-a-school), or at a Micro-School campus that CICS is planning to open for SY 2019-20.  This Fellowship has a formal duration of 6 months.
  • Designing and launching “fresh start” schools: These Fellows will launch a brand-new CMO to lead a campus within - or potentially outside - the CICS network. This Fellowship, lasting for 18 months, will provide the selected education leader with the resources and supports needed for successful launch and scaling-up of the new enterprise.
  • Leading the transformation of an existing school or multiple schools:  CICS will incubate new ventures to take over control of low-performing campuses - charter and district - through identification of an education entrepreneur. This new leader will launch a new organization for that campus, driving change management and innovation-focused school-model transformation. The Fellowship includes one year of design and formal planning in-residence, with a strong priority placed on engaging the existing school community in the process, followed by one year of high-leverage support while the Fellow initiates the school transformation.

CICS is actively looking for Education Entrepreneurs to build on its platform today, tomorrow and the years ahead. We will review all candidates on a rolling basis; however, for educators looking to work

on their school of the future in the 2018-19 school year, we encourage you to apply no later than November 1st.


Every Education Entrepreneur will receive a customized package of supports designed to position them to successfully launch and execute a school of the future.

  • Personalized Learning Journey - The guiding document of your fellowship. A co-developed personalized learning plan providing you with the skills, knowledge and mindsets needed to successfully realize your vision.
  • Coaching - Opportunity to leverage coaching support from field experts and CICS staff. Regular check-ins with a coach and CICS’s Chief of Innovation.
  • Peer Learning - Structured learning opportunities with leaders at a similar stage (e.g., launching a new school) and with later-stage leaders.
  • School Visits - Visits to some of the most innovative schools in the country (and world) as well as structured debriefs.
  • Living Stipend - A salary to live and explore.


Successful candidates will come from a variety of backgrounds. Each opportunity varies in the expected qualifications and experiences (i.e., a school innovator should have different experiences than a classroom innovator).

The following lists some of the mindsets, competencies, and abilities that we are looking for:

  • Very high expectations for student success
  • An innovation disposition
  • Compelling vision for a school or classroom of the future
  • A track record of results  in your professional efforts, ideally within a classroom, across multiple classrooms, or across schools
  • Deep understanding of effective instructional design and delivery with experience overseeing high-quality curriculum development
  • Experience leveraging data to develop and drive strategy
  • Ability to build and maintain a student-centered school culture characterized by high standards and compassion
  • Robust coaching and people management skills, including experience leading professional development
  • Strong relationship building skills and a high degree of emotional intelligence
  • Excellent communication skills with the ability to influence, inspire, and motivate students, families, staff, and community members
  • Bachelor’s degree required; graduate degree preferred

CICS is profoundly committed to ensuring that our schools serve as models of diversity, equity, and inclusion. Not only is it the right thing to do – it’s also the most effective way to advance racial and social justice. Because we live, learn and work in a diverse city and a diverse world, we value and expect cross-cultural competence and the continuous self-reflection and self-awareness it demands. Through our policies, practices, and attitudes, we cultivate a culture that prepares staff and students to respect, embrace, and champion diversity, equity, and inclusion within our schools and beyond them.

LOCATION:  Chicago, IL

Chicago International Charter School provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws.

Professional Level

None specified

Minimum Education Required

4-year degree