Head of Sales, Grammarly for Education (NA)

Grammarly team members in this role must be based in the United States or Canada, and they must be able to collaborate in person 4 weeks per quarter, traveling if necessary to the hub(s) where the team is based.

Every day, tens of millions of people and 50,000 professional teams worldwide trust Grammarly's AI and human expertise to help ideate, compose, revise, and comprehend communications. Our team members have the autonomy to take on exciting challenges in pursuit of our mission to improve lives by improving communication. Together, we're building on more than a decade of steady growth and profitability. We're defining the communication assistance category for individuals, enterprises, and developers with tailored service offerings: Grammarly Free, Grammarly Premium, Grammarly Business, and Grammarly for Education. Our latest product offering, GrammarlyGO, brings the power of generative AI to our users. It all begins with our team collaborating in an inclusive, values-driven, and learning-oriented environment. 

To achieve our ambitious goals, we’re looking for a Head of Sales to join our Education Team. This person will lead a team and establish relationships with the largest and most influential institutions in education, with a primary focus on higher education in the United States. They will report directly to the Head of Grammarly for Education, and will work to evolve the selling motion for our large accounts. This person will play a key role in building our Education Sales team and helping us to achieve our ambitious growth goals for 2023 and beyond.

Grammarly’s vision is to build Grammarly for Education as a thriving business that positions Grammarly as the trusted tool for communication in education. You will begin this role as a hands-on sales leader focused on optimizing Grammarly’s sales approach for institutions across higher education and K12, both in the US and internationally. 

In this position, you will work with leadership and marketing to unlock new education partnerships, refine our go-to-market narrative and deliver consistent performance while representing the best of Grammarly’s values and operating principles. Within a year, you will have created a scalable sales process that brings hundreds of thousands of new users to Grammarly through high-impact partners in education. 

In this role, you will:

• Demonstrate sales excellence by pioneering Grammarly’s largest opportunities.
• Establish a next-generation sales approach for a global sales ecosystem.
• Drive execution for the “customer for life” engine to our well-established brand.
• Define marketing, growth operations, and leadership resources required for success.
• Help refine messaging and positioning of Grammarly for Education to best support sales.
• Inform the product roadmap for Grammarly for Education to unlock faster growth.
• Help stand up a successful end-to-end revenue machine, including marketing, product, sales build-out, and underlying ops and pipeline management.

• Embodies our EAGER values—is ethical, adaptable, gritty, empathetic, and remarkable.
• Is able to collaborate in person 4 weeks per quarter, traveling if necessary to the hub where the team is based.
• Has a strong understanding of the education industry and buying motion.
• Has deep experience working in high-growth start-up environments.
• Has a passion for coaching and mentorship with experience in performance management.
• Has experience working cross-functionally with marketing, product, and customer success teams.

• 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. 

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. 

The commission portion for this role will be 40% of the On-Target Earning (OTE). 

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.