Chief of Staff

Grammarly is excited to offer a remote-first hybrid working model. Team members work primarily remotely in the United States, Canada, Ukraine, Germany, or Poland. Certain roles have specific location requirements to facilitate collaboration at a particular Grammarly hub.

All roles have an in-person component: Conditions permitting, teams meet 2–4 weeks every quarter at one of Grammarly’s hubs in San Francisco, Kyiv, New York, Vancouver, and Berlin, or in a workspace in Kraków. This flexible approach gives team members the best of both worlds: plenty of focus time along with in-person collaboration that fosters trust and unlocks creativity.

Grammarly team members in this role will collaborate in person 3 weeks per quarter, traveling if necessary to different hubs. They are required to live within a commutable distance of their home hub of San Francisco. Grammarly may provide relocation assistance. 

The opportunity 

Grammarly is the world’s leading AI writing assistance company trusted by over 30 million people and 70,000 professional teams every day. From instantly creating a first draft to perfecting every message, Grammarly’s product offerings help people at 96% of the Fortune 500 get their point across—and get results. Grammarly has been profitable for over a decade because we’ve stayed true to our values and built an enterprise-grade product that’s secure, reliable, and helps people do their best work—without selling their data. We’re proud to be one of Inc.’s best workplaces, a Glassdoor Best Place to Work, one of TIME’s 100 Most Influential Companies, and one of Fast Company’s Most Innovative Companies in AI.

To achieve our ambitious goals, we’re looking for a Chief of Staff to provide strategic and operational support for our people organization. The person in this role will drive integrated people planning, establish the team's business rhythm, and ensure programs are aligned with strategic objectives. This person will act as a strategic amplifier and extension of the Chief People Officer, driving operational excellence and measurable outcomes aligned with Grammarly’s growth strategy. This person will be essential in threading together people programs to drive company success, working with people leadership and cross-functional partners for comprehensive people strategy activation. 

The ideal candidate has a proven track record of transforming PMO capabilities and program performance. This person must be a flexible and cross-functional team player who can cultivate relationships and credibility with senior leadership and key stakeholders and is comfortable in a fast-paced and scaling environment and AI's rapidly developing macro environment.

Furthermore, the person in this role will develop and implement standardized program management methodologies, policies, procedures, tools, and templates across the organization to ensure consistent project delivery, enhanced visibility, and continuous improvement of program management practices to help Grammarly achieve its long-range plans. 

Your impact

As the Chief of Staff for People, you will corral siloed efforts into integrated work streams with shared objectives, timelines, and deliverables. Reporting to Grammarly's Chief People Officer, you'll be a valuable thought partner and significantly impact the company's growth and success.  This involves developing a deeper understanding of the business and industry, collaborating with cross-functional teams, and playing a pivotal role in strategic planning and execution. 

In this role, you will:

• Establish business rhythms for people that create opportunities for strategic collaboration and intentional integration while empowering leaders and functions to drive action and make decisions. 
• Build and manage an integrated people roadmap to maximize the impact of programs while responsibly managing team capacity.
• Develop and maintain a user-friendly project management framework for people that provides a consistent way to scope, track, and evaluate projects. 
• Serve as the main point of contact and driver for a matrixed set of program managers.
• Quickly get up to speed on the business, key metrics, and must-dos to meet financial objectives.
• Form project teams with precise deliverable rhythms and meeting cadences in a way that establishes camaraderie and ignites energy for completing high-stake programs.
• Identify key decision points and resource needs and package them up for effective discussion and decision-making.
• Provide visible leadership and subject matter expertise in program management principles and discipline