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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.

24-25 School Year OPENings

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


Science (Grades 4-8)

Language arts + Math (grades K-8)

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 24-25 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.

If you are interested in becoming a teacher at The Pilot School, please send a resume and cover letter to

School Counselor

The School Counselor serves as the primary consultant and support for all staff as it concerns student behavior and mental health in school.  The Counselor runs proactive student groups to support positive mental health, conflict resolution, emotional regulation, and relationship navigation.  The Counselor serves as a point of contact for parents regarding their child’s emotional well-being at school and keeps records of all interactions with students in order to be able to provide the most up-to-date communication and feedback.  The Counselor also offers recurring class-level interventions on the topics of transition to high school, health and wellness, and self-awareness and self-advocacy.

Essential Duties and Responsibilities

  • Support and carry out the school’s mission and culture
  • Establish and execute recurring student groups around relevant mental health/ emotional support needs
  • Respond to student crises in the moment to de-escalate events and problem-solve
  • Manage parent concerns and involvement regarding mental health and emotional regulation at school, peer interactions, and conflict management
  • Provide class-level interventions for high-school transition, health and wellness, and self-awareness and advocacy
  • Serve as a point of contact between parents and the school
  • Collaborate openly and positively with colleagues
  • Actively participate in the professional community
  • Demonstrate lifelong learning
  • Demonstrate professionalism in attitude, attendance, behavior, and work habits

Qualification Requirements

  • Graduate degree required
  • Professional licensure/certification required
  • Excellent oral and written communication skills
  • Ability to collaborate and activity contribute to a positive work culture

Please submit your cover letter with resume to



  • 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

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, or contact us if you have any questions. We look forward to speaking with you!