STIPEND OPPORTUNITY: Twilight - Site Coordinator (Fall 2026)

Boston Public Schools; Boston (MA); On-site; USD 5,786,000 - 8,261,000; Full time

Benefits offered by this job

Stipend

Job summary

Boston Public Schools is seeking a Twilight Site Coordinator for Fall 2026 to lead the Twilight program at the John D. O’Bryant School. You will oversee site planning, supervise staff, and ensure alignment with the district’s academic goals while coordinating with counselors and families.

The role requires a Bachelor’s degree, Massachusetts teaching or administrator licensure, and experience with Edmentum and ASPEN scheduling. A stipend-based position reports to the Office of Academics.

Qualifications

• Bachelor’s degree required.
• Massachusetts teaching license or school administrator license is preferred.
• At least 1 year of professional teaching or administrator experience.

Responsibilities

• Oversee Twilight site planning and programming.
• Supervise teachers, paraprofessionals, and other staff; act as site lead for instructional support.
• Coordinate and monitor scheduling, attendance, and outcomes.
• Ensure staff are trained on BPS online learning platforms and ASPEN.

Skills

Online learning experience

Leadership

Education

Bachelor’s degree

Tools

Edmentum

Aspen

Job description

STIPEND OPPORTUNITY: Twilight - Site Coordinator (Fall 2026)

Boston Public Schools Central Office - Teaching & Learning - Boston, Massachusetts Open in Google Maps

Job Details

Job ID: 5927849
Application Deadline: Oct 13, 2026 11:59 PM (Eastern Standard Time)
Posted: Sep 15, 2026 4:00 AM (UTC)

Starting Date: To Be Determined

Job Description

**THIS IS A STIPENDED POSITION**

PROGRAM DESCRIPTION: Twilight is a 10 week intensive credit recovery program designed to give high school seniors who have failed courses in any major subject area a chance to earn back credits to graduate on time. It is held twice per year in the Fall and Spring semesters at the John D. O’Bryant School. Students are able to choose from a range of core courses, and can earn up to two credits per Twilight session.

REPORTS TO: Position reports to the Office of Academics and Professional Learning.

PROGRAM SCHEDULE: The Twilight Site Coordinator is required to attend and lead all scheduled planning meetings, training, and professional development sessions, as well as complete all required wrap up duties, as indicated in job description.

The Program will run during the following dates and times ( see full calendar here ):

• Tuesdays & Thursdays, 4-7pm (Session 1: 4-5:30; Session 2: 5:30-7)
• Site Coordinator is required to be present at least 15 minutes before program start daily (3:45PM) to unlock rooms and monitor program startup
• October 6 - December 15 (snow makeup days as needed December 17 & 22)
• One hour staff orientation session, Tuesday September 29, on Zoom, 5-6PM

RESPONSIBILITIES: Oversee Twilight site planning and programming. Supervise teachers, paraprofessionals, and other program staff, serve as site lead for instructional support, and oversee operational management for programming.

Specific duties may include, but are not limited to:

• Provide leadership and management at Twilight site
• Participate in the hiring of teachers, paraprofessionals and support staff
• Attend training and participate in development of program schedule in advance of Twilight
• Ensure teaching staff have access to appropriate curriculum materials related to their content area
• Ensure that necessary staff are trained on and competent in the use of BPS’ online learning platform/s, which may include scheduling training session/s with central office admin
• Use Aspen to accept counselor requests and create/adjust student schedules.
• Monitor daily student attendance and completion rates in online courses, reporting on/off track status frequently to counselors, students, and/or families
• Monitor Edmentum work/completion by students during and between Twilight sessions.
• Receive training on school dinner meals and distribute meals to students
• Ensure student grades are posted to transcripts after each semester
• Engage and collaborate with families as partners in planning and problem solving
• Establish a culturally competent, trauma sensitive learning climate
• Manage student data systems (e.g. attendance, schedules, etc.)
• Track work of BPS teachers and CFCs, complete time reporting forms for payroll; arrange for coverage in the event of teaching staff absence
• Execute and enforce site policies and student discipline code
• Coordinate emergency response procedures in the event of emergency
• Demonstrate completion of other critical tasks and duties as requested by Office of Expanded Learning Opportunities.

TERMS:

• BTU Teacher Rate ($60.58) – Total compensation is based on hours worked, including professional development, on-site program time, and additional duties. Up to 99 hours are expected; hours beyond 99 require prior approval.
• Payroll will be processed after receipt of completed timesheets in the pay period after the completion of each Twilight semester, in accordance with BPS payroll schedule.
• Per contractual requirements, Managerial Employees may not receive a stipend for this position.

QUALIFICATIONS - REQUIRED:

• Bachelor’s degree.
• Massachusetts teaching license or school administrator license.
• At least 1 year of professional teaching or administrator experience.
• Experience with online learning and familiarity with Edmentum, the district’s online learning platform.
• Experience with creating schedules and completing requests to adjust schedules in ASPEN.
• Demonstrated ability to serve as an instructional leader__supervising other educators, providing constructive feedback, and fostering collaboration.
• Current authorization to work in the United States. Candidates must have such authorization by their first day of employment.

QUALIFICATIONS - PREFERRED:

• Current teacher or administrator in the Boston Public Schools.
• Prior experience working in Twilight and/or another Expanded Learning program
• Technology-savvy
• BPS values linguistic diversity and believes that candidates who speak another language bring added value to the classroom, school, and district culture and diversity. BPS is particularly interested in candidates who are fluent in one of BPS' official languages: Spanish, Creole (Cape Verdean), Creole (Haitian), Chinese, Vietnamese, Portuguese, & Somali.

The Boston Public Schools, in accordance with its nondiscrimination policies, does not discriminate on the basis of race, color, age, criminal record, physical or mental disability, pregnancy or pregnancy-related conditions, homelessness, sex/gender, gender identity, religion, national origin, ancestry, sexual orientation, genetics, natural or protective hairstyle, military status, immigration status, English language proficiency, or any other factor prohibited by law in its programs and activities. BPS does not tolerate any form of retaliation, or bias-based intimidation, threat or harassment that demeans individuals’ dignity or interferes with their ability to work or learn. If you require an accommodation pursuant to the ADA for the application process, please contact the Accommodations Unit at [e-mail].

Position Type: Central Office

Contact Information

• Boston Public Schools, Office of Human Resources
• 2300 Washington Street
• Roxbury, Massachusetts 02119
• Email: [e-mail]