Senior Director, Future of Work



Sales & Business Development
San Francisco, CA, USA
Posted on Tuesday, March 26, 2024

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 4 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 Senior Director of the Future of Work to join our People team. This role will be responsible for ensuring that our workspaces facilitate effective in-person collaboration and events (both internal and external) and support our Remote First Hybrid model. Additionally, the person in this role will oversee Grammarly's office hubs and workplace environment. The responsibilities of this role include strategic planning, management, and operational oversight of all real estate activities, including site selection, acquisition, lease management, disposition of properties, and workplace design and strategy. The aim is to support the organization's business objectives by optimizing real estate portfolio performance, enhancing workplace environments, and ensuring efficient use of space.

This role requires a strategic thinker with excellent negotiation, project management, and decision-making skills. The Senior Director of the Future of Work is crucial in supporting the organization's growth and operational efficiency through effective real estate and workplace management.

We are intentionally investing in a senior leadership role that will define the future of work for Grammarly. The future of work refers to creating a deliberate strategy about how work could be more productive – in everything from how we communicate to the tools we use.

This leader will oversee:

  • Real estate;
  • Ways of working;
  • Operations;
  • Connections (DEIB, events & in-office) and travel program.

Your impact

In this role, you will:

  • Report to the Chief People Officer and sit on the People Leadership Team.
  • Enhance employee productivity and satisfaction by designing flexible, sustainable, collaborative workspaces utilizing technology.
  • Manage the Workplace Experience leadership team, which handles real estate, workplace operations, employee connections, and company travel.
  • Identify best practices for “presence with a purpose” as our future work model and scale across global offices.
  • Own the development and execution of how Grammarly works while leveraging resources and aligning the business for adoption.
  • Collaborate with the People Leads team to establish new working standards that utilize technology, asynchronous practices, and consistent decision-making methods.
  • Collaborate with internal stakeholders on workforce planning strategy and build relationships with external partners to support real estate and workplace needs.
  • Develop and execute strategic plans for managing the company's real estate portfolio in alignment with business objectives.
  • Create investment for Future of Work projects. Monitor financial performance and ROI and adjust budgets as necessary.
  • Ensure compliance with all legal, regulatory, and environmental requirements related to corporate real estate. Implement risk management strategies to protect the company's real estate assets.

We’re looking for someone who

  • Embodies our EAGER values—is ethical, adaptable, gritty, empathetic, and remarkable.
  • Is inspired by our MOVE principles, which are the blueprint for how things get done at Grammarly: move fast and learn faster, obsess about creating customer value, value impact over activity, and embrace healthy disagreement rooted in trust.
  • Is able to collaborate in person in San Francisco and potentially other hubs 4 weeks per quarter.
  • Has strong project management skills, ability to manage broad scopes of work concurrently, and mastery in change management.
  • Is comfortable with complex project management and is okay with being in the spotlight to lead change
  • Has 10+ years in leading complex projects, driving change management
  • Is a seasoned global manager with 10+ years of experience building and leading teams.
  • Has strong leadership and communication skills, including the ability to manage cross-functional teams and collaborate with stakeholders at all levels.

Support for you, professionally and personally

  • Professional growth: We believe that autonomy and trust are key to empowering our team members to do their best, most innovative work in a way that aligns with their interests, talents, and well-being. We support professional development and advancement with training, coaching, and regular feedback.
  • A connected team: Grammarly builds a product that helps people connect, and we apply this mindset to our own team. Our remote-first hybrid model enables a highly collaborative culture supported by our EAGER (ethical, adaptable, gritty, empathetic, and remarkable) values. We work to foster belonging among team members in a variety of ways. This includes our employee resource groups, Grammarly Circles, which promote connection among those with shared identities, such as BIPOC and LGBTQIA+ team members, women, and parents. We also celebrate our colleagues and accomplishments with global, local, and team-specific programs.

Compensation and benefits

Grammarly offers all team members competitive pay along with a benefits package encompassing the following and more:

  • Excellent health care (including a wide range of medical, dental, vision, mental health, and fertility benefits)
  • Disability and life insurance options
  • 401(k) matching (US only)
  • Paid parental leave
  • Twenty days of paid time off per year, eleven days of paid holidays per year, and unlimited sick days
  • Home office stipends
  • Caregiver and pet care stipends
  • Wellness stipends
  • Admission discounts
  • Learning and development opportunities

Grammarly takes a market-based approach to compensation, which means base pay may vary depending on your location. Our US and Canada locations are categorized into compensation zones based on each geographic region’s cost of labor index. For more information about our compensation zones and locations where we currently support employment, please refer to this page.

Base pay may vary considerably depending on job-related knowledge, skills, and experience. The expected salary ranges for this San Francisco-based position are outlined below and may be modified in the future.

San Francisco:
Zone 1: $275,000 - $347,000/yearly (USD)

We encourage you to apply

At Grammarly, we value our differences, and we encourage all—especially those whose identities are traditionally underrepresented in tech organizations—to apply. We do not discriminate on the basis of race, religion, color, gender expression or identity, sexual orientation, ancestry, national origin, citizenship, age, marital status, veteran status, disability status, political belief, or any other characteristic protected by law. Grammarly is an equal opportunity employer and a participant in the US federal E-Verify program (US). We also abide by the Employment Equity Act (Canada).

Please note that EEOC is optional and specific to US-based candidates.



All team members meeting in person for official Grammarly business or working from a hub location are strongly encouraged to be vaccinated against COVID-19.