Operations Manager

Grammarly team members in this role must be based in the United States, and they must be able to collaborate in person 2 weeks per quarter, traveling if necessary to the hub(s) where the team is based.

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 an Operations Manager to join our Expert Writing Service Operations team to enable the service to continue to scale effectively and efficiently. This highly cross-functional role collaborates with Freelance Editors (also called Writing Experts), Editorial specialists, Operations team members, Engineers, Analytical Linguists, and Customer Support Representatives. This role will play a crucial part in Grammarly's continued success. As our user base grows, this role will be instrumental in providing exceptional editing services and facilitating new feature launches. By optimizing processes and overseeing the recruitment and retention of skilled Editors, the role will enhance our team's capacity to enhance our algorithms through invaluable human feedback.

Your impact

As an Operations Manager, you will lead a purpose-driven, capable team of Editors supporting the users of our Expert Writing Service and the needs defined by Grammarly’s internal teams. You are a hypothesis-backed, insights-driven, data-driven leader who will be instrumental in evaluating and recommending more efficient processes to scale the team’s impact.

1. Within your first 30 days, you will establish meaningful relationships with Operations team members and Grammarly EPD (Engineering, Product, and Design) stakeholders. You will also develop an understanding of the role of 5–7 Editorial specialists within the team and begin identifying team member strengths. Lastly, you will get up to speed with the team’s overall goals, systems, and the editor recruiting and quality management process.
2. By month three, you will source and run at least one internal initiative, assembling a group of editors to evaluate the quality of a new algorithm before a feature launch. Additionally, you will begin managing internal knowledge bases and communications. Lastly, you will begin driving the Freelancer Editor recruiting process from end to end.
3. By month six, you will identify priority areas for improvement to streamline operations by consolidating features across annotation systems currently in use. You will also own and grow community initiatives to drive team-wide engagement for Editors and Editorial specialists.
4. By year one, you will grow the Editor community and implement clearly defined internal tiers and compensation structures. You will enhance the team’s capabilities and play a more active role across Grammarly by sharing insights and maintaining key infrastructure to enable Grammarly teams to collaborate more effectively.

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 2 weeks per quarter, traveling if necessary to the hub where the team is based.
• Has 5+ years of experience in an operational role such as Business Operations, Annotation Project Management, or Linguistic Project Management.
• Has 4+ years of experience in consulting, investment banking, business intelligence, or working with clients.
• Brings diverse teams (engineering, operations, editors) together by identifying new collaboration opportunity areas.
• Naturally thinks outside the box in an unconstrained manner.
• Shows strong attention to detail with deliberate/systematic problem-solving and activity management independently and through coordination with external stakeholders).
• Stylizes written interactions based on the audience (e.g., tone, level of technical detail, etc.).
• Is a strong first-principles thinker who can break down complex problems and use data to inform the next steps.
• Has the ability to mobilize others by developing or leveraging individual team member’s strengths to affect positive change.

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) and RRSP matching 
• 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. If a location of interest is not listed, please speak with a recruiter for additional information. 

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

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.