The Middle School Extended Day Teacher is a part time, 10-month, on-site position that reports to the Manager of Auxiliary Programs for the 2026-2027 school year. The start date for this position is September 1, 2026.

The Waynflete Extended Day Program reflects Waynflete’s mission—to engage the intellect of our students, to guide them toward self-governance, and to encourage their responsible and caring participation in the world. To that end, the Extended Day Program addresses students’ needs at the end of the school day with a variety of activities which include arts and crafts, sports, hands-on science exploration, team building challenges, outdoor play and exploration, walking field trips, STEAM, cooking projects, multi-generational lessons, and giving back to the greater Portland community. From homework help to fun physical activities, the program is designed to provide students with the opportunity to learn, grow, and socialize in a relaxed setting.

Location: Waynflete School Campus (360 Spring St. Portland, ME, 04102)

Responsibilities include, but are not limited to:

• Supervise Study Hall for Independent Athletic Program (IAP) Middle School students.

• Supervise Middle School Extended Day group.

• Assist Lower School Extended Day programming on Wednesdays before MS program begins. 

• Be in person for all days and hours noted on the schedule.

• Plan and implement engaging and collaborative activities for the Middle School program.

• Interact with students and colleagues from a place of enthusiasm, curiosity and professionalism.

• Keep the safety of students in mind at all times. 

• Supervise and guide Upper School Mentors during program time.

• Diligently track attendance including student workshop and music lesson transitions.

• Complete prep and end of day clean up responsibilities.

• Communicate incidents in a timely manner to the Manager of Auxiliary Programs.

• Provide information to Coordinator of Auxiliary Programs for monthly newsletters

• Complete DHHS requirements: fingerprinting approval, MRTQ registration, documentation of MMR and Tdap vaccination records, online safety training, professional development hours, etc.

Middle School Extended Day Teacher Schedule and Hours: 17.25 hours per pay period with the possibility of additional hours if providing care from 5:00-6:00pm. 

Program Expectations:

• The Extended Day Program addresses students’ needs at the end of the school day with an inclusive, supportive community, engaging outdoor activities, free choice, socializing, and academic support through the guidance of a nurturing staff.

• Lead Teachers design and implement a weekly schedule balancing outdoor free play with organized games and craft choices.

Compensation: $21 - $23 / hour based on experience

Qualifications:

• Bachelor's degree or coursework in education or related fields required

• 1+ years of experience working with Middle School children in an educational setting

• CPR/First Aid/AED certified preferred

• Excellent communication and interpersonal skills

• Dedicated to working collaboratively with a diverse team of talented teachers

• Passion for working with children and creating meaningful experiences

• Previous experience with diverse populations

• Describe yourself as kind, friendly, patient, flexible, creative and energetic!

Benefits:

• Maine Earned Paid Leave accrual

• Paid snow days

• Use of school fitness facilities, libraries and Fore River campus

• Professional development opportunities

With an institutional commitment to the principles of diversity, equity, and inclusion, Waynflete seeks candidates who are practicing, and want to further develop, inclusive methods in their teaching, teamwork, and leadership. We believe that all people benefit from more inclusive environments. Taking inspiration from our mission, we seek qualified faculty and staff with the knowledge, skills, and abilities to enhance the student experience and strengthen our community.

To apply, please click below and upload a resume, contact information for three professional references, and a cover letter addressed to Director of Auxiliary Programs, Jenny Mueller.  Applications will be reviewed immediately and the position will remain open until filled. No phone calls, please.