Head, Technology Delivery

Success Academy Charter Schools • New York, NY

3d • $250,000 - $275,000 • Hybrid

About The Position

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.

Requirements

• 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.

Nice To Haves

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

Responsibilities

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

Benefits

• Medical, dental, and vision coverage starting your first day
• SA covers 82% of our core medical plan
• Free One Medical membership
• Confidential mental health support via EAP/Talkspace
• 403(b) retirement plan with a 3% employer match
• Up to $2,400/year in employer HSA contributions
• Employer-paid life/disability insurance
• Public Service Loan Forgiveness (PSLF) eligibility
• Generous paid time off
• Paid holidays
• Paid parental leave
• A $50/month cellphone stipend ($600/year)
• Pre-tax commuter benefits
• Backup family care
• Performance-based earning incentives

What This Job Offers

• Job Type: Full-time
• Career Level: Senior