Senior Director of Learning

Reporting directly to the Deputy Chief of Learning, the Senior Director of Learning will lead the design and implementation of high-priority initiatives across DREAM’s K–12 Learning Team. The Senior Director is charged with translating ambitious ideas into clear, actionable, and sustainable initiatives that strengthen DREAM’s grow-the-whole-child model and improve outcomes for students. This leadership role will align strategic vision with day-to-day execution through organizing stakeholders around complex initiatives and managing cross-functional partnerships.

Responsibilities

Lead the development of high-priority Learning Team initiatives related to academics, special education, social-emotional learning and mental health services, extended learning and enrichment, and AI; Design initiatives from the ground up, including root cause analysis, theory of action, evidence-based recommendations, and path from concept to implementation; Establish measurable goals, objectives, KPIs, and progress-monitoring benchmarks; Develop clear recommendations and executive-level communications; Build trusting relationships with internal and external stakeholders; Lead complex, high-priority initiatives from launch through full implementation; Create and implement project plans, implementation calendars, meeting cadences, accountability systems, and progress-monitoring tools; Coach school and network leaders to understand, adopt, and execute new initiatives; Monitor initiative implementation progress and adjust as necessary; Capture and communicate successes and impact; Establish systems and documentation for sustainable practices; Serve as strategic partner to the Deputy Chief of Learning; Convene and lead cross-functional working groups and task forces; Represent DREAM in high-stakes external partnerships; May take on and manage direct reports as the Learning Team structure evolves

Requirements

Bachelor’s degree required; Minimum 8 years of experience in education, with at least 3 years of experience as a senior leader at a charter school or network and/or education consulting working closely with charter schools; Demonstrated success leading complex, cross-functional initiatives; Expert in best practices for relational influence, change management, and adult learning theory; Ability to keep the big picture at the forefront while bringing organization and attention to detail, with capacity to manage multiple priorities and meet tight deadlines; Working fluency and knowledge of K-12 academics, special education, adult learning, research-based pedagogy, social-emotional learning, mental health, extracurricular programming, athletics, and the arts; Strong collaborative spirit and interpersonal skills, with ability to build trusting relationships in a fast-paced environment; Impeccable integrity, discretion, and ability to handle confidential information sensitively; Excellent written and verbal communication skills; Fluency with Google Suite and aptitude for data analysis, familiarity with Asana or other project management tools; Demonstrated resourcefulness, flexibility, and positive, solutions-oriented mindset; Strong belief in the mission and values of DREAM

Nice to have

Advanced degree in Education, Business, or a related field preferred

Benefits

Flexible Medical Health Plans; Dental and vision plans; Disability benefits; Life insurance; Up to 12 weeks fully paid Parental Leave; Flexible spending account options; Pre-tax commuter benefits; Fitness and entertainment discounts; Employee assistance program; 403(b) retirement plan with employer match starting at 4% after one year; Referral, performance, and tenure milestone bonuses; Discounted school meals through in-house Scratch Food Program; Tuition reimbursement support; Professional development fund; Approximately 48 days off for school-based 12-month employees including holidays, school breaks, personal days, and wellness days