Writers’ Room Program Assistant at Dr. Albert D. Holland High School of Technology

826 Boston seeks a dynamic, communicative, and flexible individual to serve as the Writers’ Room Program Assistant at the Dr. Albert D. Holland High School of Technology. We’re seeking a team member who brings a thoughtful, inclusive approach to student support and a strong commitment to educational equity. The ideal candidate will have experience working with English-language learners (ELLs), neurodivergent youth, and immigrant communities, as well as familiarity with trauma-informed educational practices. In this role, you’ll provide both classroom support and one-on-one guidance, using culturally responsive strategies that promote literacy development and build confidence in all students. We value individuals who are reflective, student-centered, and passionate about creating empowering learning environments for all.

The Dr. Albert D. Holland High School of Technology, also known as Holland Tech, serves over 500 students in grades 7-12. The school is very culturally diverse, with many students who come from immigrant communities, primarily Haiti, Cape Verde, and the Dominican Republic. Multilingual candidates are strongly encouraged to apply, especially those who have proficiency in Haitian Creole, Cape Verdean Creole, and/or Portuguese. The school offers a range of classes including programs for students with limited or interrupted formal education (SLIFE) and (Applied Behavior Analysis, or ABA). Located in Dorchester’s Grove Hall neighborhood, Holland Tech prides itself on taking a trauma-sensitive approach to education, with relationships at the center. The Holland Writers’ Room opened its doors in 2016.

Mission
826 Boston is a nonprofit writing, tutoring, and publishing organization where students in grades K-12 and beyond can share their stories, amplify their voices, and develop as leaders in school and in life.

Responsibilities
The Writers’ Room Program Assistant will work 40 hours a week. Regular in-person hours are required. Applicants must be residing in Massachusetts and able to commute to the in-person location listed below, before the role starts.

• In-Person Hours: Monday through Thursday: 7:30 AM - 3:30 PM
• In-Person Location: Dr. Albert D. Holland High School of Technology, 60 Washington Street, Dorchester, MA 02121
• Remote Hours: Most Fridays. There are required all-team meetings, professional development, and tasks to complete on virtual Fridays.
  • Occasional departmental and organizational meetings will take place on Fridays at our Tutoring Center located at 3035 Washington Street, Roxbury, MA 02119.

Programmatic Support

• Serve as a writing tutor to students in grades 7-12 seeking support with reading and writing assignments during individualized conferences, small-group visits, and whole-class visits. Example assignments span content areas (humanities and STEM) and include college essays, literary analysis essays, creative writing drafting and revision, and test preparation (primarily AP essays and STEM open response)
• Develop and lead 826 Boston-created programming, which includes clubs, stand-alone workshops, creative writing clubs, etc. Example programming from this year includes a literary magazine and crochet club
• Support students in social-emotional learning and in processing life experiences through writing
• Develop monthly newsletters that summarize the program’s progress and notable highlights
• Assist with Writers’ Room volunteer coordination, including managing email communication, tracking attendance, supporting volunteers during tutoring sessions, and co-leading pre-brief and debrief conversations
• Assist with data collection, analysis, and results-sharing associated with the Writers’ Room, including tracking student visits and hours, administering annual writing assessment, distributing student and teacher feedback surveys, and participating in biannual team-wide reports
• Support publishing-project design cycle, including the manuscript, layout, and book release party
• Support Student Editorial Board for each publication project, ensuring students have the opportunity to inform book content, cover and interior design, and title selection
• Communicate project progress to staff supervisor and seek counsel when help is needed to execute goals

Additional Responsibilities

• Support organization-wide summer programming
• Support additional responsibilities during short-term Writers’ Room Manager absences by facilitating team meetings, tutor debriefs, and class mini-lessons
• Provide support at select outreach and fundraising events, including nights and weekends on rare occasions
  
  
• Support Writers’ Room Manager with administrative tasks and the upkeep and beautification of the Writers' Room, as needed

Qualifications
The ideal candidate is a team player with a steadfast commitment to improving the quality of K-12 education, including adopting antiracist/anti-oppressive approaches, with a desire to work in a collaborative and inclusive culture, and a passion for youth empowerment through writing and publishing.

826 Boston recognizes that impostor syndrome and the confidence gap might prevent some applicants from applying. Few candidates will have all of the relevant experience listed below, but 826 Boston is committed to assessing candidates with transferable skills and a willingness to be trained for this role.

Skills and Experiences

• Experience teaching/tutoring writing to students grades 7-12 in an urban setting
• Ability to adapt to various working and management styles
• Strong written and verbal communication skills
• Proficiency in organizational, time management, project management, and resource management skills
• Experience with and/or willingness to learn Google Apps, Salesforce and InDesign, Photoshop, Illustrator, or similar design tools
• Experience with and/or willingness to learn high school-level STEM concept tutoring practices
• Ability to give and receive feedback with humility, regulation, and tact
• Ability to employ innovative, creative, and student-centered thinking in order to create engaging programming environments
• Demonstrated commitment to fostering community, building a strong sense of team, and embracing values of diversity, equity, inclusion, and belonging
• Knowledge of and fluency with social and racial justice, intersectionality, BIPOC and LGBTQIA+ history, and historic/current systems of oppression
• Experience with classroom management preferred, but not required
• Proficiency in Haitian Creole, Cape Verdean Creole, Portuguese, and/or Spanish strongly preferred, but not required
• Familiarity with the BPS system, particularly the schools in Roxbury, Dorchester, and Jamaica Plain, preferred, but not required

Salary and Benefits
826 Boston offers a competitive salary commensurate with experience in a similar position with the potential for an annual performance-based bonus. The salary for this position is $40,900 for 40 hours per week.

We offer competitive salaries and benefits and are committed to equity, trust, and transparency in compensation. Basing compensation on someone’s ability to negotiate or their prior salary can lead to inequities and bias in how people are paid, particularly for groups experiencing historical oppression. Therefore, we do not ask for prior pay history from our candidates and our offer-making process is negotiation-free for salaries and benefits. New hires are typically brought into the organization at a salary between the range minimum and the salary range midpoint depending on internal equity and the budgeted amount for the role.

We offer a comprehensive benefits plan including flexible work from home options, generous paid time off (including 15 PTO days, accrued sick leave, 13 paid holidays, 6 Summer Fridays, and an organization wide two-week winter break); health, dental, and vision insurance (826 Boston covers 80% of premiums), parental leave, paid sabbaticals, and more.

This is an exempt, full-time, 40-hour per week position that reports to the Dr. Albert D. Holland High School of Technology Writers’ Room Manager. The ideal start date for this position is August 10, 2025.

826 Boston Diversity, Equity, and Inclusion Statement
At 826 Boston, we honor and actively work toward diversity, equity, and inclusion (DEI) across our organization. We are committed to centering the voices of the students who we serve, to creating inclusive spaces, and to incorporating feedback from our community into our decision-making processes. Our DEI lens is always evolving through the courageous conversations in which we participate and the relationships that we build through our work and service. We strengthen our cultural competency through experience, training, and feedback, which informs the development of all new organizational practices and goals and the evaluation of all existing procedures.
826 Boston is dedicated to providing a platform for student advocacy through writing and publishing opportunities.

In our work and mission, we are committed to dismantling white supremacy culture by recognizing that we are complicit in systems of racism and oppression. We will work to hold ourselves accountable in addressing these harmful structures and behaviors.

About Us
826 Boston is part of a national network of youth writing centers, co-founded by the award-winning author Dave Eggers and educator Nínive Calegari, that were named in GOOD Magazine’s “30 Places We Want to Work.” Since opening in 2007, 826 Boston has delivered its free youth writing and tutoring programs to more than 29,000 students and has been recognized by The Boston Globe as one of the best places in the city to volunteer. 826 Boston’s youth writers have published their work in The New York Times, The Boston Globe, and in numerous award-winning 826 Boston books, including A Place for Me in the World, which was hailed as a “triumph of middle school education” by The Boston Globe. In 2013, the 826 National network garnered the prestigious American Literacy Prize awarded by the Library of Congress. In 2025, 826 Boston was named one of the Bostonians of the Year for our steadfast commitment to diversity, equity, and inclusion.

Accommodations
826 Boston provides reasonable accommodations for candidates with disabilities at every stage of the application process. Disclosing a disability or requesting a need for accommodations is a separate process from admissions and will have absolutely no bearing on a candidate’s application status. 826 Boston will make every effort to meet your request, but specific requests are not guaranteed. If you need to request an accommodation, please contact Catherine Gomez at [email protected].

How to Apply
Please include why you are interested in 826 Boston and how your experience has prepared you for this position in your cover letter. The priority application deadline for this position is April 22, 2026. It is in your best interest to apply as soon as possible. Please apply at

All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status, or any other characteristic protected by applicable federal, state and/or local law.