Head of Technology Delivery & AI Enablement (Hybrid)

Success Academy Charter Schools; New York (NY); Hybrid; USD 250,000 - 275,000; Full time

Benefits offered by this job

Day-One Health & Wellness

Financial Security (403(b) match)

Time to Recharge

Stipends & commuter benefits

Job summary

Head of Technology Delivery at Success Academy Charter Schools reports to the CTO and will own end-to-end product quality, streamline delivery processes, and lead the strategic adoption of internal AI tools to support academic and operational goals. This role requires 10+ years in technology delivery, 5+ years in a senior leadership role, strong Agile and QA experience, and hands-on AI tooling knowledge.

Hybrid NYC-based position with on-site Tue–Thu and remote Mon/Fri; compensation ranges from

Qualifications

• 10+ years of experience in technology delivery, engineering program management, or related field.
• At least 5 years in a senior leadership role overseeing multi-team delivery.
• Hands-on experience evaluating and implementing AI/ML productivity tools responsibly.

Responsibilities

• Own end-to-end quality standards, testing frameworks, and release governance for high-performing tech deployments.
• Audit delivery processes, implement repeatable operating models, and drive agile best practices to reduce cycle times.
• Lead internal AI adoption by identifying high-leverage workflows and deploying tools that boost productivity and delivery quality.
• Partner with CTO and leaders to align delivery timelines with organizational needs and calendar.

Skills

Technology delivery

Engineering program management

Agile leadership

AI productivity tools

Stakeholder communication

Education

Bachelor’s degree in CS/IT/Engineering

Job description

Head of Technology Delivery at Success Academy Charter Schools reports to the CTO and will own end-to-end product quality, streamline delivery processes, and lead the strategic adoption of internal AI tools to support academic and operational goals. This role requires 10+ years in technology delivery, 5+ years in a senior leadership role, strong Agile and QA experience, and hands-on AI tooling knowledge.

Hybrid NYC-based position with on-site Tue–Thu and remote Mon/Fri; compensation ranges from