Head, Technology Delivery

About the role

Thanks for your interest in Success Academy! Running a large, fast-growing, and high-performing network of public charter schools takes a village - families, children, teachers, staff and faculty, advocates, and supporters alike. We are growing fast in New York and expanding to Florida, and we would love to welcome you to our community! We work tirelessly every day to ensure children have access to a fun, rigorous, whole-child education regardless of zip code or economic status. When you join SA, you play a part in giving every student who walks through our doors a fair shot at reaching his or her potential.

About the Role

Reporting directly to the CTO, the Head of Technology Delivery serves as the operational backbone of the Technology department. You will own end-to-end product quality, streamline delivery processes, and lead the strategic adoption of internal AI tools across the organization. By partnering closely with engineering, product, and data leaders, you will raise the standard of technology delivery to support Success Academy's overall academic and operational goals.

Key Responsibilities

• Product Quality & Delivery Excellence: Own end-to-end quality standards, testing frameworks, and release governance to ensure high-performing technology deployments.
• Process Improvement & Operational Efficiency: Audit delivery processes, implement repeatable operating models, and drive agile best practices to reduce cycle times and eliminate bottlenecks.
• AI Strategy & Integration: Lead internal AI adoption by identifying high-leverage workflows, establishing ROI frameworks, and deploying tools that boost productivity and delivery quality.
• Leadership & Cross-Functional Alignment: Partner with CTO and school operations leaders to align technology delivery timelines with organizational needs and the academic calendar.
• Portfolio Health & Metrics: Establish health KPIs, track team velocity, and proactively mitigate risks across all active product initiatives.

Qualifications

• 10+ years of experience in technology delivery, engineering program management, or a related field, with at least 5 years in a senior leadership role.
• Proven track record of optimizing agile delivery frameworks, test strategies, and quality assurance practices in complex, multi-team environments.
• Hands-on experience evaluating and implementing AI/ML productivity tools responsibly within an enterprise setting.
• Bachelor's degree in Computer Science, Information Technology, Engineering, or an equivalent combination of education and experience.

Competencies

• Strategic Execution: Translates high-level CTO priorities into actionable, structured project plans with clear accountabilities and measurable timelines.
• Continuous Improvement: Identifies operational inefficiencies and systematically institutes scalable solutions that raise delivery velocity and standard of quality.
• Influencing & Communication: Engages credibly across executive leaders, technical engineers, and non-technical stakeholders to build alignment and consensus.
• Bias for Action: Operates with high ownership and agility to resolve technical bottlenecks and dependencies in a fast-paced environment.

Compensation, Benefits & Perks

At Success Academy, we invest boldly in our Network team with a comprehensive package designed to support your health, financial future, and overall well-being:

• Day-One Health & Wellness: Medical, dental, and vision coverage starting your first day (SA covers 82% of our core medical plan), plus a free One Medical membership and confidential mental health support via EAP/Talkspace.
• Financial Security: 403(b) retirement plan with a 3% employer match, up to $2,400/year in employer HSA contributions, employer-paid life/disability insurance, and Public Service Loan Forgiveness (PSLF) eligibility.
• Time to Recharge: Generous paid time off, paid holidays, and paid parental leave.
• Perks & Stipends: A $50/month cellphone stipend ($600/year), pre-tax commuter benefits, backup family care, and performance-based earning incentives.

• This is a hybrid position based in our NYC Financial District office, requiring on-site work Tuesday through Thursday and remote work on Monday and Friday.
• Exact compensation may vary based on skills and experience.