STIPEND OPPORTUNITY: Twilight - Content Teacher (Fall 2026)

About the role

This is a stipended, seasonal, temporary position. Twilight is a 10‑week intensive credit recovery program that gives high‑school seniors who have failed courses in any major subject area a chance to earn back credits to graduate on time. The program is held twice per year (Fall and Spring) at the John D. O’Bryant School, where students can choose from a range of core courses and earn up to two credits per Twilight session. The position reports to the Office of Academics and Professional Learning.

Responsibilities

• Provide students with rigorous instruction that demonstrates the BPS core competencies for effective teaching.
• Prepare cognitively‑demanding lessons, assignments, and enrichment activities (requires planning outside regular program hours).
• Differentiate instruction so all students complete rigorous academic work.
• Establish a productive learning environment and classroom culture where all students are respected.
• Work with the site coordinator to maintain timely student attendance and progress records.
• Collaborate with the site coordinator and other program staff to ensure outcome goals (academic and social‑emotional) are on track.
• Provide students, families, site coordinators, and program staff with relevant and timely data.
• Oversee classroom management and enforce the discipline code.
• Care for program materials and resources.
• Perform other related duties as requested.

Skills

• Accountability for Student Achievement – set ambitious learning goals, create cognitively demanding tasks, model belief that all students can master challenging material through effective effort, assess understanding regularly, and adjust instruction despite setbacks.
• Display passion and optimism about students, content, and the teaching profession.
• Communicating Content Knowledge – demonstrate mastery of and enthusiasm for content area and required pedagogy, understand real‑world applications and connections to other content areas and standards, convey content creatively and engagingly aligned to standards.
• Equitable & Effective Instruction – scaffold and differentiate instruction so all students engage in complex thinking and rigorous academic work, use practices that challenge, motivate, and engage all students, facilitate equitable, active participation, build a productive learning environment where every student participates and is valued.
• Cultural Proficiency – actively create and maintain an environment where students’ diverse backgrounds, identities, strengths, and challenges are respected.
• Parent/Family Engagement – engage with families and build collaborative, respectful relationships in service of student learning.
• Professional Reflection & Collaboration – regularly reflect on practice, seek and respond to feedback, demonstrate self‑awareness and commitment to continuous learning, participate in and contribute to a collaborative adult learning community.

Qualifications

Required: Bachelor’s degree; Massachusetts teaching license in Secondary ELA, Math, Science, or History; current teacher in the Boston Public Schools; at least 1 year of professional teaching experience; experience with the BPS student information system (Aspen); current authorization to work in the United States (must be authorized by first day of employment).

Preferred: ESL Teaching License and/or SEI Endorsement; prior experience working in Twilight or another Expanded Learning program; technology‑savvy; fluency in one of BPS’ official languages (Spanish, Creole (Cape Verdean), Creole (Haitian), Chinese, Vietnamese, Portuguese, Somali) – BPS values linguistic diversity and believes such candidates add value to classroom, school, and district culture.

Pay

BTU Teacher Rate ($60.58) – total compensation is based on hours worked, including professional development, on‑site program time, and additional duties. Up to 90 hours are expected; hours beyond 90 require prior approval. Payroll will be processed after receipt of completed timesheets in the pay period after completion of each Twilight semester, in accordance with the BPS payroll schedule. Per contractual requirements, managerial employees may not receive a stipend for this position.

Schedule

Program runs Tuesdays & Thursdays, 4‑7 pm (Session 1: 4‑5:30 pm; Session 2: 5:30‑7 pm). Teachers must be present at least 15 minutes before start (3:45 pm). Dates: October 6 – December 15 (snow makeup days as needed December 17 & 22). One‑hour staff orientation: Tuesday September 29, Zoom, 5‑6 pm.