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CAREERS

Employment Opportunities
at Pilot

The Pilot School is an incredible place to work. We are always looking for innovative, curious professionals who can bring energy and enthusiasm to whatever they do. With state-of-the-art facilities, a robust support team, a commitment to excellence, and a love of teamwork, Pilot faculty and staff have much longer than average career spans at the school. Our students benefit from the wisdom and experience of our teaching corps, and we constantly strive to push ourselves to new horizons. 

As an organization dedicated to unlocking the potential of each and every one of our students, The Pilot School recognizes the necessity for a diverse, inclusive, and equitable community. As such, the Pilot School is an equal opportunity employer and committed to being a workplace free of discrimination and harassment. Our employment decisions and personnel policies do not discriminate on the basis of race, color, national or ethnic origin, age, religion or religious creed, sexual orientation, gender identity and/or expression, disability or any other characteristic protected under applicable federal, state or local law.

2025-26 School Year OPENings

At this time, The Pilot School is accepting applications for the following positions:

Classroom Teacher:

Are you a curious person who can’t help but ask “Why?” whenever you come upon a problem?  

Are you comfortable with–or do you even thrive off–change?  

At the end of the work day, do you need to know you’ve made a difference?

If this is you, let’s talk!

The Pilot School is looking for classroom teachers for the 25-26 school year.  Pilot is a K-8 independent school for bright children who learn differently.  We work tirelessly to provide a transformative educational experience.  That means between the day our students enter our program and the day they graduate, they become different human beings!  They have developed skills they struggled to acquire before, they believe things about themselves they previously thought impossible, and they have the confidence to navigate environments that were difficult for them before Pilot.  That transformation happens because of our expert faculty.  And you could be a part of that.

The claim we make to our families is a bold and audacious one.  We promise success where others have struggled.  And we make that success possible through small class sizes (5-8 students in a classroom), integrated therapies (you’ll be working with an incredible team of speech, PT, and occupational therapists), and an expert faculty (that means a lot of professional development).  Our teachers collaborate often, which happens in regular meetings and informally, too.  Our faculty are well resourced and have a full quarter of their day free to prepare for their classes and meet with their colleagues.  In short, we expect the best, but we do everything in our power to provide the tools to make it possible.  Our most successful teachers are compassionate, optimistic, and have an unparalleled growth mindset about both their students and themselves.  Our educators bring intellectual, emotional, and professional energy, and it is through them that all the magic happens.  The Pilot School is truly an awesome place to work.

We demonstrate our care and concern for our employees by offering a robust benefits package: 100% health and dental insurance, short and long-term disability, life insurance, 403(b) matching, along with additional wellness benefits.  We offer 75% tuition remission for faculty children (at Pilot, if appropriate, or a partnering PS-12 independent school).  We encourage and fund professional development opportunities for our faculty and staff and work to meet individual career goals and preferences.  We are a family-friendly organization, supporting life-work balance at all stages.

If you are interested in working at The Pilot School, please send your resume and cover letter telling us about yourself to employment@pilotschool.org.

EXPERIENCED SUBSTITUTE TEACHERS

Qualifications:

  • Bachelor’s Degree in Elementary Education required.
  • Teaching experience in an early childhood or elementary classroom.
  • Must have excellent communication skills, and a deep commitment to children with learning differences.
  • Current clearances or willingness to obtain clearances including State of Delaware Criminal Background clearance and DE Child Abuse clearance.

Please submit your cover letter with resume to employment@pilotschool.org.

The Pilot School provides equal opportunity to all otherwise qualified applicants/students and does not discriminate on the basis of race, color/religion or creed, sex, sexual orientation, gender identity, national origin, disability, or other protected status, The school will make reasonable accommodation(s) of a disability so long as the accommodations do not present an undue hardship to the school.

Don’t see a position that’s right for you?

If there is not a position listed that’s right for you but you’d like us to keep your resume on file, send your materials to employment@pilotschool.org, or contact us if you have any questions. We look forward to speaking with you!