History Teacher

Posted Wednesday, June 24, 2026 at 4:00 AM

Wayside is one of Massachusetts' most respected youth and family-serving agencies, supporting more than 6,000 youth and families annually across Central, Eastern, and Northeastern regions.

Wayside Youth & Family Support Network is hiring a creative and supportive individual to work in our Wayside Academy! We provide a supportive culture that is team-focused and places value on healthy work dynamics.

We invest in our employees' wellness with comprehensive benefits, including tuition and training reimbursement, a PTO package with 3 wellness days, 9 paid holidays, and up to 3 weeks of vacation in the first year. Enjoy a learning environment with free training, CEUs, and more, along with exceptional medical benefits, financial health supports, and career development opportunities. Earn a $2,000 sign‑on bonus (pro‑rated for part‑time).

$58,000.00 to $62,000.00/year depending on licensure + $5,000 Summer stipend.

• Implement curricula according to MA State Curriculum Frameworks and Common Core Standards in a Chapter 766 approved school for students in grades 6‑12.
• Provide challenging, motivating and relevant learning experiences in a 220‑day setting.
• Teach classes by using various methods and materials to suit topic, IEP and/or learning style.
• Employ differentiated instructional strategies to meet the needs of all students, including integrating technology into lesson planning.
• Provide a learning environment which is physically safe and intellectually open and in keeping with special education best practices.
• Model the school’s academic and social expectations.
• Attend department meetings and relevant school and professional events/meetings as necessary.
• Maintain first aid, CPR and TCI certification through provided trainings.
• Maintain compliance with program and agency policies, standards and protocols.
• Deliver structured lessons and activities for assigned class period for each group/student in accordance with their current IEP.
• Provide individualized intervention and accommodation when necessary.
• Participate in assessment practices in regards to Academy’s IAP program.
• Assist in and/or develop IEPs as appropriate.
• Participate in teacher and staff meetings.
• Establish and maintain open communication with parents and guardians.
• Complete all associated documentation regarding student progress and grading.
• Maintain current licensure in moderate disabilities and curriculum area.

• Ability to work independently.
• Flexibility and creative thinking.
• Ability to teach, mentor, and coach others.
• Dependability and persistence.

• Bachelor’s Degree required;
  Master’s Degree in education preferred.
• At least 6+ months classroom experience (aide/co‑teacher/etc.) preferred.
• Licensure:
  Curriculum certification held; licensure in Moderate Disabilities 5‑12 preferred.

We will train you in Motivational Interviewing, Courageous Conversations, Attachment, Regulation and Competency Model (ARC), Trauma Informed Practice, MAP, TCI, CPR, First Aid training upon hire.