Head, Technology Project and Portfolio Management

The role

You will run the Technology department's intake, portfolio, and operating rhythm, and act as the CTO's proxy with executive stakeholders. You will also manage the Tech Management cost center and lead two program managers.

What you will do

• Own the department's demand intake, from triage through executive approval.
• Maintain a clear view of the portfolio and recommend staffing and investment tradeoffs to the CTO.
• Establish a consistent approach to roadmaps and backlogs across technology teams.
• Build and maintain a technology-wide roadmap linked to organizational priorities.
• Oversee enterprise-wide programs, including scope, schedule, budget, resourcing, and dependencies.
• Run the operating rhythm: biweekly sprints, weekly Tech Management staff meeting, and department all-hands.
• Own executive reporting, including the biweekly Technology Sprint Report and the CTO's weekly update to the COO.
• Handle executive escalations and track leadership commitments through to delivery.
• Own the Tech Management cost center: budget planning, forecasting, actuals review with Finance, purchase approvals, and vendor contract reviews.
• Manage and develop two program managers and set the PMO's standards and methodology.

Required qualifications

• 10+ years of experience in program or portfolio management, PMO leadership, or a chief of staff role.
• At least 5 years managing people.
• Proven track record running an operating cadence for a senior executive.
• Experience owning a department budget and partnering with Finance on forecasting, actuals, and procurement.
• Hands-on experience with work-management tools such as monday.com, including building boards and automations.
• Executive communication: concise, outcome-first updates with specific dates and a mitigation or ask for every risk.
• Judgment and influence: brings recommendations and drives adoption across senior peers without direct authority.
• Relentless follow-through across many owners.
• Discretion with highly confidential information.

Benefits

• Medical, dental, and vision coverage from day one; the employer covers 82% of the 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 and disability insurance.
• Public Service Loan Forgiveness (PSLF) eligibility.
• Generous paid time off, paid holidays, and paid parental leave.
• $50/month cellphone stipend ($600/year).
• Pre-tax commuter benefits, backup family care, and performance-based earning incentives.

Before you apply

• Success Academy Charter Schools does not offer employment-based immigration sponsorship.

About the company

Success Academy runs a network of public charter schools in New York and is expanding to Florida. It aims to give every student access to a rigorous, whole-child education regardless of zip code or economic status.