Full-Time

Education Supervisor

Head Start

The Opportunity Alliance

The Opportunity Alliance

201-500 employees

Nonprofit community action agency delivering integrated services

No salary listed

Portland, ME, USA

In Person

Category
Education
Requirements
  • Associate’s Degree in Early Childhood Education or related field; plus 3-5 years of classroom-based teaching experience, preferably in a preschool setting, plus 3-5 years of supervisory experience, required.
  • Experience designing and facilitating large and small format training in the areas of early childhood education and child development, or related fields, preferred.
  • Knowledge of the important role that culture plays in child and family development.
  • Experience working directly with people from diverse racial, ethnic, and socioeconomic backgrounds.
  • Demonstrated ability to work effectively with complex information to address challenging situations.
  • Demonstrated ability to practice sound decision-making and good judgment in high stress situations.
  • Demonstrated ability to work effectively with diverse teams.
  • Commitment to social justice and the mission of Head Start.
  • Must be able to successfully pass a criminal background, child protective service check & sex offender check.
  • Must not be on the state or federal suspension and disbarment list.
  • Must be able to pass pre-employment physical and TB screen.
  • ECE must be current on MMR and TDAP immunizations.
  • Must be able to exert significant physical effort with frequent standing, walking, reaching, stooping, bending, kneeling, crouching, typing and frequently lift and carry small children or material weighing up to 25 pounds.
  • Driving may be necessary to attend meetings and trainings but is not a primarily and essential job responsibility.
  • Preferred: Bachelor's degree or higher in related field
Responsibilities
  • Provide leadership, modeling, and coverage as needed while holding responsibility for overall assigned classroom operations.
  • Hire for and supervise preschool teachers, Assistant teachers, and any additional classroom staff.
  • Coordinate classroom coverage to ensure high quality education services and child safety and to allow for time out of the classroom for teachers, to the extent possible.
  • Hold responsibility for the day-to-day operational management of all assigned classrooms.
  • Work as a member of the Education Team to inform program design, monitoring, and program-wide professional development planning and implementation.
  • Schedule includes flexible hours; some evening and weekend hours, travel and occasional overnight travel may be necessary.
Desired Qualifications
  • Bachelor's degree or higher in related field
The Opportunity Alliance

The Opportunity Alliance

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The Opportunity Alliance is a non-profit community action agency serving Cumberland County, Maine, coordinating programs to help individuals and families build stable lives. It uses a wrap-around, holistic approach across four pillars—Behavioral Health & Wellness, Community Well-Being, Childcare & Early Childhood Education, and Poverty & Economic Mobility—with services like Maine Crisis Line/988, 211 Maine, residential treatment, homelessness prevention, heating assistance, Head Start, and WIC. It is funded by grants, public funding, and donations, and it uses data-driven, trauma-informed care to measure impact and ensure quality. Its goal is to reduce poverty, increase stability, and create economic mobility for people and communities, with statewide reach for some programs and deep local roots dating back to 1965.

Company Size

201-500

Company Stage

N/A

Total Funding

N/A

Headquarters

South Portland, Maine

Founded

1965

Simplify Jobs

Simplify's Take

What believers are saying

  • Maine behavioral health crisis calls up 23% since 2024, expanding demand[2]
  • Universal pre-K expansion targets 40% enrollment growth by 2027 for Head Start[2]
  • Cumberland County homelessness up 18% since 2023, increasing CCHP funding opportunities[3]

What critics are saying

  • Maine DHHS contracts face 20% cuts eliminating behavioral health and Head Start programs[2]
  • MaineHealth Crisis Services wins 988 contracts, diverting 200,000+ annual calls from TOA[2]
  • Federal WIC funding slashed 15% under 2026 Farm Bill, reducing revenue $2M annually[2]

What makes The Opportunity Alliance unique

  • Integrated wrap-around model across 50+ programs serving 24,000 annually in Maine[2]
  • Statewide Maine Crisis Line and 211 Maine reach 200,000+ calls yearly[2]
  • Founded 1965 as War on Poverty agency with deep community trust[1]

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

403(b) retirement with a generous agency match (all employees are eligible)

Tuition Reimbursement

Unlimited Paid Time Off

Flexible Work Hours

Remote Work Options

Paid Holidays

Paid Vacation

Family Planning Benefits

Fertility Treatment Support

Professional Development Budget

Conference Attendance Budget

Wellness Program

Mental Health Support

Stock Options

Company Equity

Phone/Internet Stipend

Home Office Stipend

401(k) Retirement Plan

401(k) Company Match

Education allowance

Adoption Assistance

Childcare Support

Elder Care Support

Relocation Assistance

Employee Referral Bonus

Life Insurance

Disability Insurance

Medical benefits

Dental and Vision insurance options