Top 207 Lead teacher Jobs in Gloucester, Ma

Upper School Math Learning Specialist
Brookwood School —Manchester by the Sea, MA
- $25,000 - $50,000 a year
- Part-time
- Classroom
- Experience working with individuals with disabilities
- 3 years
Quick Apply
Head Start Teacher Assistant
Pathways for Children, Inc. —Gloucester, MA
- $20.50 - $29.16 an hour
- Classroom
- 18 years or older
- High school diploma or GED
- Opportunities for advancement
13d
Lead Teacher - Infant
Next Generation Children's Center —Beverly, MA
- $20 - $26 an hour
- Urgently hiring
- 18 years or older
- Mid-level
- High school diploma or GED
- Paid holidays
- Health insurance
Child Care Teacher
Bright Horizons Children's Centers, LLC —Newburyport, MA
- $22.75 - $27.80 an hour
- Full-time
- School experience
- Classroom
- 18 years or older
- Disability insurance
- Health insurance
Quick Apply
2d
Youth Soccer Coach (ages 2-8)
Soccer Shots North Shore, Merrimack Valley and NH —Hamilton, MA
- $28 - $35 an hour
- Part-time
- Teaching
- Entry level
- Under 1 year
- Paid training
- Employee discount
Quick Apply
Early Literacy Lead Teacher (Part-Time)
Catapult Learning —Salem, MA
- From $38 an hour
- Part-time
- Teaching Certification
- Mid-level
- Education
- Paid training
- Tuition reimbursement
Quick Apply
Medical Assisting Teacher, Salem High School, Salem Public Schools, Salem, MA [SY 2026-2027]
Salem Public Schools —Salem, MA
- $59,719.90 - $116,414.00 a year
- Full-time
- Google Workspace
- High school
- Teaching Certification
- Health insurance
Lead Preschool Teacher
New England Montessori School —North Andover, MA
- Full-time
- Classroom
- Preschool
- Entry level
- Flexible schedule
Grade 4 Teacher (1 yr appt), Horace Mann Laboratory School, Salem Public Schools, Salem, MA [SY 2026-2027]
Salem Public Schools —Salem, MA
- $59,719.90 - $116,414.00 a year
- Full-time
- School experience
- Classroom
- Google Workspace
- Health insurance
6d
Kindergarten Teacher, Witchcraft Heights Elementary School, Salem Public Schools, Salem MA [SY 2026-2027]
Salem Public Schools —Salem, MA
- $59,719.90 - $116,414.00 a year
- Full-time
- Bilingual
- School experience
- Classroom
- Health insurance
8d
Daily Substitute Teachers ($130 per day), Salem Public Schools (Salem, MA) SY2025-2026
Salem Public Schools —Salem, MA
- $130 a day
- Full-time
- Bilingual
- School experience
- Classroom
District Leader- Based in Boston, MA
KinderCare Education —North Andover, MA
- $95,000 - $160,500 a year
- Full-time
- Management
- Mid-level
- Experience working with children
- Health insurance
- Dental insurance
Elementary Teacher (1 yr appt), Horace Mann Laboratory School, Salem Public Schools, Salem, MA [SY 2026-2027]
Salem Public Schools —Salem, MA
- $59,719.90 - $116,414.00 a year
- Full-time
- School experience
- Classroom
- Google Workspace
- Health insurance
6d
Director of Instruction/Academic Lead
River Valley Charter School —Newburyport, MA
- Full-time
- Classroom
- Senior level
- Middle school
12d
Long Term Substitute Music Teacher (8/31/26-12/23/26), Bentley Academy Innovation School, Salem Public Schools [SY 2026-2027]
Salem Public Schools —Salem, MA
- $59,719.90 - $116,414.00 a year
- Full-time
- School experience
- Classroom
- Teaching Certification
- Health insurance
Classroom Educator-YMCA of the North Shore
YMCA OF THE NORTH SHORE INC —Gloucester, MA
- $18.00 - $27.50 an hour
- Full-time
- Classroom
- 18 years or older
- CPR Certification
- Health insurance
- Dental insurance
Quick Apply
Special Education Teacher- CARES Repost
Ipswich Public School District —Ipswich, MA
- $66,684 - $111,308 a year
- Full-time
- School experience
- Classroom
- Mid-level
Assistant Principal of Holten Richmond Middle School
Danvers Public Schools —Danvers, MA
- $120,000 - $125,000 a year
- Full-time
- Senior level
- Public school
- Middle school
1d
Lead Toddler Teacher
Harborlight Montessori —Beverly, MA
- $50,000 - $57,000 a year
- Urgently hiring
- Mid-level
Education Director, Solstice School- Rowley, MA
Beth Israel Lahey Health —Rowley, MA
- $87,984.00 - $107,369.60 a year
- Full-time
- Classroom
- Experience working with individuals with disabilities
- Customer service
2d

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lead teacher jobs near gloucester, ma

Upper School Math Learning Specialist

Brookwood School
Manchester by the Sea, MA

Quick Apply

Job Details

Part-time
$25,000 - $50,000 a year

Qualifications

Experience working with individuals with disabilities
Experience teaching math
Teaching math in special education
Math
Experience working with children
Bachelor's degree
Curriculum implementation
Working with students
Special Education Certification
Parent-teacher conferences (communication methods)

Full Job Description

Job Title: Upper School Math Learning Specialist

Job Status: Part-Time

Reports to: Director of Learning Skills

Start Date: August 31, 2026

Salary Range: Very dependent on caseload - $25,000 - 50,000

About Brookwood School:

Brookwood is an Early Childhood through Grade 8 independent school of about 300 students on the coast of the North Shore of Boston. At Brookwood, confidence isn’t taught — it’s cultivated. Our program invites students to think deeply, act with empathy, and engage boldly with the world around them. It’s a place where intellect and imagination thrive side by side, and where children discover the courage to question, the skill to create, and the character to lead. Our 110 faculty and staff bring that same spirit of confidence and care to their work every day. They collaborate joyfully, innovate thoughtfully, and go the extra mile to do what’s best for kids — shaping a community where everyone is known, valued, and inspired to grow.

The Campus

Brookwood is located 25 miles north of Boston on the coast in Manchester, MA on a beautiful 30-acre wooded campus. The physical plant includes a pond, wetland spaces, forest areas, and open green space. The 130,000 square foot facility sits under one roof with construction ranging from the original 1900 stable (now housing grades 5-8) to the 2014 state-of-the-art lower school, a dining commons, and kitchen. In addition to grade level classrooms, there are five outdoor classrooms, two music rooms, three art studios and a kiln room, four science labs and science gym, a newly renovated library with a 15,000 volume collection, an Idea Lab, a gymnasium and a multi-purpose theater/gymnasium space, a dance studio, two synthetic turf fields, and well-appointed outdoor play spaces. The surrounding area of Cape Ann is filled with beautiful natural and historical attractions such as beaches, parks, preserves, museums, and hiking trails that are used frequently by our students, employees, and families alike.

Job Summary:

Brookwood’s Skills Department provides academic support for students with learning and executive functioning challenges. Learning Specialists work with students to reinforce foundational skills, identify the strategies and tools that work best for their learning style, practice applying their skills to classroom curricula, and develop their understanding of themselves as learners. We are seeking an experienced Math Learning Specialist who is able to support student learning through 1:1, small group, and/or push-in instruction. The caseload for this position may include students from grades 5 through 8, and the size of the caseload will be determined in part by the Math Learning Specialist’s availability. The successful candidate should have training and experience working with students who have dyscalculia and other learning differences that impact their learning in math. The ability to also work with students who need extension activities is preferred.

Essential Duties:

Provide 1:1, small group, and/or push-in support for students with learning challenges that impact their learning in math
Create individualized curriculum for pull-out math classes as needed
Work collaboratively with classroom teachers, Lower School Math Specialist, Director of Learning Skills, and Division Heads to identify student needs and develop support plans to address these needs
Administer academic assessments (e.g., WIAT-4, PAL-II, etc.) to gain more information about students’ math skills and use the information to help develop support plans
Review neuropsychological reports and support the implementation of recommendations within individual, small group, and classroom settings
Communicate effectively with families and classroom teachers about student needs and progress
Write formal student progress reports and attend parent conferences twice a year
Attend biweekly Skills Department meetings and weekly meetings with the Director of Learning Skills

Job Requirements:

Bachelor’s degree required, Master’s degree in Education with a focus in math and/or Special Education preferred
Minimum of three years of experience teaching math to students with learning differences
Experience using hands-on materials and visual representations to support students in building mathematical understanding
Experience with Illustrative Math Curriculum
Experience with programs specifically designed to teach math to students with learning differences
Commitment to fostering a diverse, equitable, and inclusive learning environment for all students

We strongly encourage applications from people of color, LGBTQ candidates or candidates from communities that are historically underrepresented in independent schools. We are committed to an inclusive school experience for all those who come to work at Brookwood.

To Apply:

To apply, please email Mayumi Morash, Director of Learning Skills, at [email protected] and have these items ready to upload:

Your PDF resume / Your CV
Your cover letter / statement of educational philosophy

We will be reviewing applications on a rolling basis. Thank you so much for your time and interest - we're very much looking forward to hearing from you!

Statement of Non-Discrimination: Brookwood School is an equal opportunity employer. The School is committed to a policy of non-discrimination and equal opportunity for all (employees and) qualified applicants without regard to age, race, color, sex, pregnancy or pregnancy-related condition, gender identity, religion, national origin, ancestry, sexual orientation or preference, physical or mental disability, genetic information, military service, application for military service, veteran status, or any other status protected under applicable federal or state law. The School will make reasonable accommodations for qualified individuals with known disabilities or pregnancy-related conditions, in accordance with applicable law.

Pay: $25,000.00 - $50,000.00 per year

Work Location: In person

Quick Apply

Refine Your Search

lead teacher jobs in gloucester, ma

Upper School Math Learning Specialist

Head Start Teacher Assistant

Lead Teacher - Infant

Child Care Teacher

Youth Soccer Coach (ages 2-8)

Early Literacy Lead Teacher (Part-Time)

Medical Assisting Teacher, Salem High School, Salem Public Schools, Salem, MA [SY 2026-2027]

Lead Preschool Teacher

Grade 4 Teacher (1 yr appt), Horace Mann Laboratory School, Salem Public Schools, Salem, MA [SY 2026-2027]

Kindergarten Teacher, Witchcraft Heights Elementary School, Salem Public Schools, Salem MA [SY 2026-2027]

Daily Substitute Teachers ($130 per day), Salem Public Schools (Salem, MA) SY2025-2026

District Leader- Based in Boston, MA

Elementary Teacher (1 yr appt), Horace Mann Laboratory School, Salem Public Schools, Salem, MA [SY 2026-2027]

Director of Instruction/Academic Lead

Long Term Substitute Music Teacher (8/31/26-12/23/26), Bentley Academy Innovation School, Salem Public Schools [SY 2026-2027]

Classroom Educator-YMCA of the North Shore

Special Education Teacher- CARES Repost

Assistant Principal of Holten Richmond Middle School

Lead Toddler Teacher

Education Director, Solstice School- Rowley, MA

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