Full-Time

Dean of Student Life

Posted on 5/12/2026

DREAM Charter Schools

DREAM Charter Schools

201-500 employees

Compensation Overview

$100k - $116k/yr

+ Bonuses

New York, NY, USA

In Person

In-person at the New York site; occasional 7am start days (~10 per year) to support school operations.

Category
Education
Required Skills
Data Analysis
Requirements
  • 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
  • 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
  • Ability to use data-driven practices to improve youth outcomes
  • A strong understanding of how explicit and embedded Social Emotional Learning 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
  • 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
Responsibilities
  • 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 (Middle School, only)
  • 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
DREAM Charter Schools

DREAM Charter Schools

View

Company Size

201-500

Company Stage

N/A

Total Funding

N/A

Headquarters

New York City, New York

Founded

1991

Simplify Jobs

Simplify's Take

What believers are saying

  • Corporate internship programs create direct pathways to tech sector employment for alumni.
  • Wraparound services and free meals attract families and enable deeper community partnerships.
  • Alumni network leverage expands college and career placement opportunities across professional sectors.

What critics are saying

  • Success Academy's superior test scores (95% math vs. DREAM's 51%) drive enrollment attrition.
  • Teacher turnover at 20% citywide worsens DREAM's 24:1 ratio, increasing burnout risk.
  • NYSED non-renewal likely if math proficiency remains below 65% state charter median.

What makes DREAM Charter Schools unique

  • Established partnerships with ad-tech firms like Blockboard expose students to cutting-edge professional development.
  • Holistic 'Grow the Whole Child' framework integrates social-emotional learning beyond traditional academics.
  • Multi-school network across East Harlem and Mott Haven serves underserved Bronx communities systematically.

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People at DREAM Charter Schools who can refer or advise you

Benefits

Health Insurance

Dental Insurance

Vision Insurance

Disability Insurance

Life Insurance

Parental Leave

Flexible Spending Account

Health Savings Account/Flexible Spending Account

Commuter Benefits

Meal Benefits

Employee Discounts

Tuition Reimbursement

Professional Development Budget

Employee Referral Bonus

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