Middle School Dean of Student Life
$100k - $116kDREAM
Job Description
Job Description
Originally founded in 1991 as Harlem RBI, DREAM has grown to annually serve more than 2,500 youth across East Harlem and the South Bronx through a network of seven PreK-12, extended-day, extended-year DREAM Charter Schools and community sports-based youth development programs. Through our commitment to rigorous academics, social-emotional learning, deep family and community engagement, and health and wellness, we create lifelong learners who are equipped to fulfill their vision of success in and out of the classroom. We dream big, as well, with an aggressive five-year plan to expand to serve 3,500 students across seven schools —growing our organization’s impact and leveling the playing field for all children. To learn more, visit wearedream.org .
Reporting to the school Principal, the Dean of Student Life is responsible for leading DREAM’s after-school, summer, enrichment, and athletic programs and driving positive culture and outcomes for students and families at their school site. This role is critical to ensuring the success of DREAM’s Grow the Whole Child Model and is responsible for ensuring each DREAM student has access to high quality enrichment and extended-day, extended-year programming. The ideal candidate is a reliable team player with deep expertise in and commitment to positive youth development.
ResponsibilitiesAfter School, Summer, and School-Day Enrichment
- Lead execution of after-school, summer, and school-day enrichment, recess, and athletic programs to ensure high-quality programming and strong outcomes at school site;
- Lead outreach and process for enrollment and participation in after-school and summer program with participants, families, and staff;
- Lead the professional development of staff in after-school, recess, summer and athletics programming, including real-time coaching and feedback;
- Serve as primary instructional coach for full-time school-day, after-school and summer enrichment (music, art, PE, dance, musical theater, etc.) teachers;
- Regularly review enrichment lesson plans, observe enrichment teachers and provide enrichment teachers with timely, highest-leverage, actionable feedback;
- Supervise Assistant Dean of Student Life to support the design and implementation of programming;
- Design and lead execution of all site-level structures, procedures, and protocols for after-school, summer, recess, and school-day enrichment programs, in consultation with school Principal;
- Train and coach staff to ensure fidelity to network after-school, summer, and enrichment curriculum
- Partner with the Talent team to recruit, hire, and onboard staff;
- Manage execution of competitive athletics programming
Management and School Leadership
- Serve as a key member of the School Leadership Team, collaborating with the Principal and other members of the School Leadership Team to ensure alignment between school-day, after-school and summer to maximize the impact of extended-day, extended-year programming;
- Collaborate with network leaders to design and implement high quality curriculum and programming that drives student social-emotional learning outcomes, academic outcomes, and physical activity outcomes;
- Develop and monitor effective systems to ensure accurate reporting and compliance with specific grant requirements and network data reporting requirements;
- Ensure all incident protocols are followed and reporting and communication is completed in a timely manner for all areas of responsibility;
- Hire and manage after school, summer, and athletics part-time staff;
- Collaborate with the Student Life team and Principal to strengthen school culture through attendance accountability, infusing joy into school life, and supporting implementation of positive youth development practices;
- Create coverage plans as needed for all areas of responsibility (after-school, summer, recess, and enrichment);
- Conduct walkthroughs, review student and school data, and drive changes as needed to improve student outcomes.
Degree & Experience
- Bachelor’s degree, required (preferably in education, social work, youth development or related field); advanced degree in an education field, preferred;
- At least 5 years of leading and managing youth development programming, highly preferred;
- At least 3 years of people leadership and management experience, highly preferred;
- Experience working in K-12 Charter Schools, highly preferred;
People Management & Development
- Expertise in managing entry-level staff or working closely with high-school and college-aged students;
- Track record of success in developing others, including designing and leading group professional developments and providing coaching and feedback that leads to improved professional outcomes;
Domain Knowledge & Practical Expertise
- Ability to use data-driven practices to improve youth outcomes;
- A strong understanding of how explicit and embedded SEL competency-building positively impacts academic achievement;
- Extensive knowledge of best practices in school classroom management and instructional strategies;
- The ability to manage behaviors using positive youth-development principles (experience with restorative justice practices strongly preferred);
- A strong belief in the mission and values of DREAM, including the desire to make a difference in the lives of our students, families, and community;
Communication & Organization Skills
- Exemplary interpersonal skills;
- Strong written and oral communication skills;
- Excellent organizational and problem solving skills;
- Air-tight follow up and follow through;
- Ability to plan at the systems level and make these plans a reality by leading through others
- In-person at the school site, 9:00am-6:00pm, five days a week
- Additionally, there will be roughly 10 critical days per year where the Dean of Student Life will be required to begin work at 7am to support the functioning of the school.
We offer comprehensive benefits including:
- Flexible Medical Health Plans, subsidizing the majority of costs for the employee, their spouse/domestic partner and children;
- The ability to select between a variety of medical plans according to what best suits the employee’s needs;
- Dental and vision plans;
- Disability benefits;
- Life insurance;
- Up to 12 weeks fully paid of Parental Leave;
- Flexible spending account options;
- Pre-tax commuter benefits (parking and transit);
- Fitness and entertainment discounts;
- A variety of support through our employee assistance program (EAP);
- 403(b) retirement plan with employer match starting at 4% after one year, with increases tied to DREAM tenure;
- Referral, performance, and tenure milestone bonuses;
- Discounted school meals through our in-house Scratch Food Program;
- Tuition reimbursement support;
- Access to a professional development fund;
- School-based 12-month employees have approximately 48 days off throughout the school year including holidays, school breaks, personal days, and wellness days.
- Benefits are subject to change.
- DREAM offers a competitive salary commensurate with relevant experience. The incoming annual salary range for this position is $100,000 to $116,000. New hires are typically brought into the organization at a salary closer to the start of the range depending on qualifications, internal equity, and the budgeted amount for the role. All regular employees receive annual compensation increases and have the opportunity to earn both performance- and tenure-based bonuses. Because we value tenure in each role, our salary ranges are not capped.
Our Commitment to Diversity, Equity, and Inclusion
At DREAM, diversity, equity, and inclusion are a matter of mission.
From our schools to our playing fields, DREAM is committed to building a team where each individual can bring their full identity and experience to work because representation matters—it enriches our team culture, enhances our ability to innovate, and strengthens our impact in and out of the classroom. DREAM engages staff that represent and appreciate the diversity of our majority Black and Hispanic student body, while working to ensure that our practices are equitable, welcoming, and productive. We are dedicated to creating a world where youth, especially youth of color, have permission to dream—along with the tools and opportunities to make their dreams reality.
Come dream with us .
DREAM Maxims
All Kids Can. This Kid Can.
DREAM is Family.
Fun is a Serious Value.
Teamwork Makes the DREAM Work.
Fail. Persist. Exceed.
DREAM Big.
Applying to DREAM
We know applying for a new job can be a daunting process. In addition, studies have shown that historically underrepresented individuals often only apply to roles if they meet 100% of the qualifications. We encourage all applications! You may be just the person we need. If you have any questions about your application or interview process, do not hesitate to ask your recruiter; we are here to help!
DREAM provides reasonable accommodations for qualified individuals with disabilities in accordance with the Americans with Disabilities Act and applicable state and local laws. If accommodation is needed to participate in the job application or interview process, please contact your recruiter.
If you are a current DREAM employee, please click here to review our Internal Selection Process before applying.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
- BASIS Independent Brooklyn Upper is seeking qualified candidates for a Dean of Students - Middle School! What We're Looking For As Dean of Students, you help lead the efforts to build and maintain a strong, positive, achievement‑oriented school culture. You will manage...For students
- ...Educational Consultants Association is seeking an Assistant Dean of Students for Inclusion & Belonging in Mercersburg, PA. In this role, you... ...guide and implement inclusion programs that align with the school's values, providing mentorship and cultivating relationships...For students
- A religious educational institution in Pennsylvania seeks an Associate Dean for Kimbrough Hall to ensure students adhere to policies and to manage behavioral issues. The role requires a Bachelor's degree in education, counseling, or related field, with three to five years...For students
$120k - $145k
Marlborough School Marlborough School is an independent girls' college... ...in Los Angeles, California. Dean of Academics Full Time,... ...of School for Academics and Student Life, the Dean of Academics teaches... ...Head of Upper School, Head of Middle School, Dean of Faculty, and...SuggestedFull timeLocal areaWeekend workAfternoon shift$90.5k - $105.5k
...Description Job Description Empowerment Academy Charter School is hiring a Dean of Students at our Middle School Campus. This is for the 2026-2027 school year... ...to academic excellence and a socially contributory life. They work closely with their Academy Dean and...SuggestedContract workTemporary workDay shift$100k - $140k
...time of posting. Position Summary The Dean of Student Development and Experience is a division... ...stewards the student experience by shaping school culture, supporting student wellbeing,... ...the Dean provides continuity in student life structures, relational care, and shared...For studentsTemporary workLocal areaNight shiftDay shiftAfternoon shift- Assistant Dean of Students for Inclusion & Belonging Job Classification: Faculty Reports to: Assistant Head of School for Community & Culture Department: Office of Student Life Summary Reporting to the Assistant Head of School for Community and Culture, the Assistant...For studentsWork at officeWeekend workAfternoon shift
$65k - $75k
...extended-year DREAM Charter Schools and community sports-based youth... ...to expand to serve 3,500 students across seven schools —... ...wearedream.org . The Assistant Dean of Student Life is responsible for... ...On-site work at one of our Middle School sites in East Harlem...Part timeSummer workLocal areaFlexible hours- ...At Mount Saint Vincent, a student’s education extends beyond knowledge... ...’s program Through its School of Professional and Continuing... ...Student Engagement, the Associate Dean of Students serves as a leader... ..., Housing & Residence Life, Counseling Services, BRIDGE Program...For studentsTemporary workWork at officeFlexible hoursWeekend workAfternoon shift
- ...A local school district in the United States seeks a Dean of Students for its Secondary Virtual Academy. This role involves providing leadership and systems support to enhance instructional capacity, helping students achieve growth and success. Candidates must hold a valid...For studentsLocal area
- PSI Groups is seeking ambitious college students in Georgia who want to gain real-world experience and build a career in life insurance sales. This opportunity enables students... ...state insurance license while still in school. Join a supportive team providing mentorship...For studentsRemote jobInternship
- ...Position ID : 10668 Position Overview Secondary Virtual Academy – Dean of Students Hours/Day: 0.50 FTE or 4 hours/day Days/Year: Starting the 2026-2027 School Year Compensation & Benefits Per Unit Agreement Job Responsibilities The successful candidate for the Dean position...For students
- ...Experience in speech-language pathology and leadership in educational settings is essential for this role. Join a dedicated team to educate students in transforming their careers in healthcare, fostering a diverse and inclusive learning environment. #J-18808-Ljbffr...For students
- Job DescriptionThe Middle School Dean of Students supports the Principal in fostering a safe, structured, and inclusive learning environment. This role is responsible for leading student culture, discipline systems, and family engagement while developing school-wide routines...
- ...A leading university in the United States seeks a Dean/Program Director for Counseling to oversee program development and operations... ...high-quality education. This position promises a dynamic environment focused on student success and program excellence. #J-18808-Ljbffr...For students
- ...University of Nursing and Health Sciences is seeking an Associate Dean of Compliance and Post‑Licensure. This fully remote full-time... ...guiding compliance processes, enhancing curriculum, and championing student success. Ideal candidates will possess at least a Master's...For studentsFull timeRemote work
$22 - $24 per hour
...Mentor for Middle School Program, Elmhurst, Queens (Part-Time Position) South Asian Youth... ...Established in 1996, SAYA provides valuable life skills and holistic, impactful... ...intellectually stimulating experience for students while supervising and ensuring the safety...For studentsPart timeSummer work- Oldham County Schools is in search of an Associate/Assistant Principal for their Middle School. The role involves assisting the principal in daily administration and enforcing... ...educational practices and contribute to student well-being. #J-18808-Ljbffr Oldham County SchoolsFor students
$80k - $100k
The Chronicle Of Higher Education, Inc. is seeking a full-time Dean of Students for Bard High School Early College Bronx. This role is crucial in supporting the academic and social success of high school students in an innovative environment. Responsibilities include overseeing...For studentsFull time$525 - $625 per week
...Classen provides an immersive experience for students and staff alike. As an Outdoor... ...and more, bringing their classrooms to life in the great outdoors. With all training... ...teaching and/or leading elementary and/or middle‑school youth Good judgment, flexibility, and the...For studentsSummer workInternshipLive inFlexible hoursAfternoon shift$65.8k - $77k
...range of possible compensation at the time of posting. Position Summary The Office of the Vice Provost for Faculty Support and Work/Life supports faculty and staff throughout their careers and helps advance the University's mission. The Office promotes a family...Temporary workWork at officeLocal areaFlexible hoursShift work- ...educational institution in Pennsylvania is seeking an Associate Dean of Young Women for Kimbrough Hall. The role involves overseeing... ...ensuring adherence to guidelines. Candidates should have experience in student counseling, a Bachelor's in Education or related fields, and a...Full time
- Bard High School Early College Bronx Dean of Students Apply Here: About Bard Early Colleges Bard High School Early College Bronx (BHSEC Bronx) seeks a full-time Dean of Students to support the academic, social, and developmental success of students within our early college...For studentsFull timeWork at officeFlexible hours
$180k - $200k
...higher education institution in New Jersey is seeking an Associate Dean of Faculty Development and Strategic Initiatives to lead... ...oversee faculty-related goals while participating in prospective student recruitment and alumni engagement. The position offers a salary...For students- 25-26 Middle School Assistant Principal of Culture and Student Support job at Launch Expeditionary Learning Charter Schools. Brooklyn, NY. Who We Are Looking For At Launch Charter School, we believe that strong school culture is the foundation for academic success. We...For studentsDay shift
- ...Vision, a leading Staffing and Consulting Firm, is partnering with a distinguished public charter school in New York City to recruit an inspiring and experienced Dean of Students. This is a unique opportunity to foster academic, social, and emotional success within a...For students
$155k - $175k
The Chronicle Of Higher Education, Inc. is seeking an Associate Dean/Chief Librarian located in New York, NY. The position requires providing... ...integrate educational resources and meet the evolving needs of students and faculty. The salary range for this role is $155,000 - $175,0...For students$141k
Democracy Prep Public Schools is a network of high-performing public... ...college of their choice and a life of active citizenship. We are guided by the belief that all students — regardless of race, zip code... ...leader, Assistant Principal, Dean or equivalent leadership role...Local area$115k - $161k
...is seeking an experienced Actuarial Director for its Universal Life Valuation team, responsible for leading valuation and financial... ...oversees statutory, GAAP, and tax reserves while guiding actuarial students and collaborating with various internal teams. The ideal...For students- ...Tutoring Resource Center Administrator reports to the Executive Dean, serves on the Dean’s Committee, and works primarily on the main... ...physical serials, 700,000 e‑books and over 100 databases. It serves students seven days a week and participates in a consortium that provides...For studentsFull timePart timeCasual workLocal areaRemote workFlexible hours
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Middle School Dean of Student Life. Be the first to apply!
- dean engineering New York, NY
- dean of nursing New York, NY
- dean of students New York, NY
- associate dean New York, NY
- dean of student success New York, NY
- dean New York, NY
- assistant to the dean New York, NY
- dean of instruction New York, NY
- high school student summer internship New York, NY
- summer high school student intern New York, NY


