Leader, Business Transformation

Success Academy Charter Schools•New York, NY

5d•$200,000 - $275,000•Hybrid

About The Position

The role is designed to help senior leaders solve the organization's hardest, most ambiguous operating problems — and to build the organization's own muscle for doing this work. At its core, this is a role about sharp thinking and sharper facilitation: the ability to walk into a room of busy, skeptical school and network leaders, drive them to the real root cause of a hard problem, and leave them aligned on what to do next. You'll lead a team of strategy and operations practitioners and own the organizational effectiveness strategy and pipeline — but your primary instruments are diagnosis, facilitation, and the ability to communicate root causes and solutions in a way that moves executive leadership to act. Structured decision-making and problem-solving frameworks are part of the toolkit, not the point of the job. We're looking for someone who can flex and adapt those frameworks to fit a fast-moving, people-intensive, mission-driven school system — not someone applying a rigid, one-size-fits-all playbook.

Requirements

Demonstrated ability to facilitate senior stakeholders — including C-suite/Board-level audiences — through ambiguous, high-stakes problem-solving to a clear root cause and a compelling, actionable path forward.
Track record of shaping and scoping problems that don't arrive pre-defined, rather than only executing a known methodology against a known workflow.
8+ years leading strategic problem-solving, organizational transformation, or operational improvement in complex, fast-moving, or mission-driven organizations. This might come from management consulting, corporate strategy, organizational design, or internal ops/strategy roles at complex service organizations — or from operations-heavy contexts such as healthcare, education, or government.
Demonstrated ability to build and develop high-performing, cross-functional problem-solving teams.
Able to help teams take and manage risk, and drive experimentation to facilitate learning.
Demonstrated ability to lead an organization through significant change without losing momentum, and to inspire continuous focus on key drivers — ideally within a decentralized, people-first, or mission-driven organization.
Working fluency in structured decision-making and problem-solving frameworks, with the judgment to apply the right approach to the right situation rather than a single methodology by default.
Bachelor's degree in Business, Education, Public Policy, Engineering, or another relevant field — or equivalent demonstrated experience.

Nice To Haves

Prior experience in consulting or in-house strategy team is preferred.

Responsibilities

Lead diagnosis of workflow impediments and organizational friction across the business — especially where the problem itself isn't yet well-defined — and facilitate senior stakeholders toward clear, actionable root causes.
Distill complex, ambiguous problems into a clear narrative and communicate root causes and solution options in a way that builds conviction and drives decisions at the executive level.
Lead focused problem-solving sessions that apply rigorous analytical and decision-making frameworks to drive process improvement and cross-functional alignment.
Develop the organizational effectiveness roadmap in partnership with senior leadership, aligned to business priorities, annual targets, and strategic plan objectives.
Promote and evolve a practical set of strategic and analytical tools — with the judgment to know which approach fits which situation, and when to set the playbook aside.
Be an active partner in strategic transformation and performance management initiatives alongside business leadership.
Own and continuously improve the team's training program; coach and evaluate practitioners toward advanced proficiency.