Senior Accounts Executive

Role Description The Owner at Lead with CPS is a part-time, remote role responsible for providing strategic direction and oversight for the leadership development portfolio. This includes defining program goals, aligning offerings with district priorities, and ensuring that Teachers Lead Chicago, CPS School Leaders, and Lead Citywide operate as coordinated, high-impact initiatives. The role involves regular collaboration with CPS stakeholders, reviewing program data and feedback, and making decisions about content, delivery models, and resource allocation. The Owner will guide communications and branding for Lead with CPS, maintain the online presence and engagement strategy, and ensure that access and equity remain central to program design. Day-to-day work includes virtual meetings, strategic planning, partnership building, and monitoring progress against key performance indicators.

Qualifications

• Demonstrated experience in leadership development, talent management, or organizational development, preferably in an educational or public-sector context.
• Proven ability to set strategic vision, develop long-term plans, and translate strategy into actionable program design and implementation.
• Strong stakeholder management skills, including collaboration with diverse teams, facilitation of cross-functional meetings, and relationship-building across departments.
• Experience using data and feedback to evaluate program effectiveness, drive continuous improvement, and inform decisions about scaling or refining initiatives.
• Excellent written and verbal communication skills, including the ability to communicate complex ideas clearly to educators, administrators, and central office staff.
• Comfort with remote work, digital collaboration tools, and maintaining a consistent presence and responsiveness in a virtual environment.
• Commitment to equity, inclusive practices, and expanding access to career pathways for staff at all levels within a large urban school district.
• Bachelor’s degree in Education, Organizational Leadership, Public Administration, Human Resources, or a related field; advanced degree or equivalent experience is a plus.