Chief of Staff, Office of Chief Strategy Officer

About the position The Chief of Staff to the Chief Strategy Officer (CSO) serves as a strategic and operational partner, enabling the effectiveness, focus, and execution of the Office of the CSO. This role is responsible for driving alignment across strategic priorities, advancing high-impact initiatives, and ensuring disciplined execution of the Strategy organization’s mandate, including activities of the People Team, Communications Team, Annual Operating and Transformation Planning Team, and Strategic Initiatives. This individual will act as a force multiplier, ensuring connectivity between these distinct functions and the broader enterprise. The Chief of Staff operates at both strategic and tactical levels - helping shape priorities, translating strategy into executable plans, and coordinating cross-functional work that advances enterprise goals. The role requires strong judgment, exceptional organizational skills, and the ability to influence outcomes through both direct authority and partnership. This is a highly visible role that demands intellectual agility, executive presence, and comfort navigating ambiguity. The ideal candidate is a structured problem solver who brings clarity to complex initiatives, proactively identifies risks and opportunities, and drives momentum across competing priorities. We are flexible with respect to geographic location, and the ideal candidate will be comfortable working remotely/work from home within the US or be based from Bethesda, MD office. Responsibilities • Serve as a thought partner with the Chief Strategy Officer to maintain alignment on and progress towards team and individual goals and KPIs while identifying emerging issues, executing key priorities, and driving implementation of cross-functional initiatives to support Strategy. • Support the Chief Strategy Officer on planning and execution of periodic roles in company meetings and retreats/events, including executive leadership meetings, monthly All Hands meetings, various in-person retreats and working sessions, quarterly board meetings, etc. • Own all communications for the Office of the Chief Strategy Officer - including deck creation, communications strategies and plans. This also includes leading data analysis, reporting, and projects on topics relevant to the Chief Strategy Officer’s priorities and communications strategy. • Project manage company and team-level goals for the Chief Strategy Officer and other key senior leaders to ensure progress and success. Foster connectivity between Aledade’s Strategy teams and company leadership. • Additional ad hoc projects and other duties, as needed. Requirements • Bachelor’s degree required, MBA or equivalent Master’s degree strongly preferred • Experience in a chief of staff, client service, or related role • Experience collaborating across teams to lead cross functional projects and initiatives • Experience handling highly sensitive topics and materials with discretion. • 10+ years of professional experience within a fast-paced corporate environment Nice-to-haves • Experience with healthcare-focused, tech/digital organizations is preferred. • Curiosity and active engagement with and learning about AI tools with a focus on practical applications and organizational adoption. • Proven track record of successfully managing projects and interfacing with both internal and external stakeholders. • Experience working in a company operational function preferred. • Excellent written and verbal communication skills with a superb attention to detail. • Strong organizational and time management skills, with the ability to operate independently and understand business context and priorities. • Relevant competencies include developing and maintaining internal stakeholder relationships, project management, and effective written and verbal communication. • Must be results-oriented with the ability to prioritize and manage multiple projects simultaneously. • Competency with data manipulation and presentation Benefits • Flexible work schedules and the ability to work remotely are available for many roles • Health, dental and vision insurance paid up to 80% for employees, dependents and domestic partners • Robust time-off plan (21 days of PTO in your first year) • Two paid volunteer days and 11 paid holidays • 12 weeks paid parental leave for all new parents • Six weeks paid sabbatical after six years of service • Educational Assistant Program and Clinical Employee Reimbursement Program • 401(k) with up to 4% match • Stock options