Senior Customer Success Manager, Grammarly
Grammarly Business
$141-206k
OTE
OTE Salary dependent on location. Commissions are 20% of the total “On Target Earnings” (OTE) for this role
More information about location
AI-powered writing assistant
Be an early applicant
AI-powered writing assistant
1001+ employees
Be an early applicant
$141-206k
OTE
OTE Salary dependent on location. Commissions are 20% of the total “On Target Earnings” (OTE) for this role
More information about location
1001+ employees
Company mission
Grammarly's mission is to improve lives by improving communication.
Role
Who you are
- If you are passionate about transforming the way professionals connect and collaborate, we would love to hear from you
- 5+ years of experience in Customer Success, Account Management, or a related client-facing role with enterprise SaaS customers
- Proven success managing large, strategic accounts—owning renewals, driving adoption, and exceeding retention and revenue goals
- Strong communicator with exceptional relationship-building skills and a consultative, customer-centric approach
- Comfortable working with C-level stakeholders and navigating complex organizational structures through strategic multithreading
- Analytical mindset with the ability to interpret both quantitative and qualitative data, identify trends, and act decisively
- Experience influencing cross-functional partners, including product, marketing, and engineering, to advocate for customer needs and business outcomes
- Operational excellence in tools like CRM (e.g., Salesforce) for tracking activities, pipeline, and project milestones
- Solid understanding of subscription models, including freemium, pilots, upsells, and customer lifecycle strategies
- Demonstrated fluency in English—both written and spoken—with polished communication and presentation skills
- Familiarity with the AI landscape, especially Large Language Models (LLMs), and a strong ability to translate technical concepts into business value
- Has a demonstrated ability to work independently with minimal guidance, proactively manages tasks and priorities across multiple projects, analyzes and executes work efficiently, collaborates effectively with cross-functional teams, and thrives in fast-paced, results-driven environments
- Embodies our EAGER values—is ethical, adaptable, gritty, empathetic, and remarkable
- Is inspired by our MOVE principles: move fast and learn faster; obsess about creating customer value; value impact over activity; and embrace healthy disagreement rooted in trust
- You may be expected to travel to meet in person during your team’s scheduled collaboration weeks
What the job involves
- To achieve our ambitious goals, we’re looking for a Senior Customer Success Manager to join our Enterprise Customer Success team
- This role will be responsible for cultivating and maintaining strong relationships with their assigned enterprise accounts, ensuring high levels of value for our customers, and executing successful contract renewals
- Grammarly’s go-to-market teams are shaping the future of workplace communication. As a member of our team, you will be crucial in expanding the use of our innovative, trustworthy AI writing tools
- We strive to ensure that every organization can communicate effectively and efficiently
- As a member of the Grammarly team, your role as a Senior Customer Success Manager will be pivotal in integrating our product into enterprise organizations to help solve some of their toughest challenges
- You will be instrumental in creating a customer success engine that aims to maximize Grammarly's value for our customers
- Own the full post-sales customer lifecycle for your assigned enterprise accounts, ensuring seamless onboarding, activation, and long-term success
- Lead renewal strategies end-to-end, including pricing proposals and contract negotiations, to drive retention and account growth
- Partner cross-functionally with Sales and Key Accounts teams to identify and execute on expansion and cross-sell opportunities
- Deliver high-impact enablement experiences by deeply understanding customer goals, training users on Grammarly’s products and features, and aligning product capabilities with organizational goals and objectives
- Conduct strategic account reviews, providing tailored insights and performance metrics to reinforce value, deepen engagement, and align on success plans
- Drive adoption and product usage through thoughtful engagement strategies, champion development, and customer education
- Leverage customer engagement data and trends to identify risks, uncover opportunities, and take proactive, data-informed actions that exceed performance targets
- Act as a consultative partner and trusted advisor, aligning Grammarly’s AI-powered solutions with each customer’s business strategy and communication goals
- Apply knowledge of AI and Large Language Models (LLMs) to help customers stay ahead of industry trends and maximize value from Grammarly’s offerings
- Build and grow strategic relationships through multithreading, identifying and nurturing champions and influencers across departments and seniority levels
- Lead effective, executive-ready customer meetings, crafting clear agendas, surfacing strategic insights, and facilitating collaborative decision-making
- Gather and synthesize customer feedback, creating meaningful feedback loops to influence Grammarly’s product roadmap and innovation priorities
- Contribute to continuous improvement initiatives by identifying gaps, streamlining processes, and supporting team-wide content and operational enhancements
- Mentor peers and share best practices, serving as a trusted resource and collaborator across the Customer Success team and broader organization
Our take
From professional writing to everyday correspondence, effective communication is critical. Grammarly is an AI-powered writing assistant that helps people write clearly and without mistakes, checking spelling, grammar, and other potential pitfalls.
Grammarly was originally launched as a subscription service for students, although the platform has moved into the mainstream in the last decade. It went freemium in 2015 and now works across more than 500,000 applications and websites including email clients, enterprise software, and word processors. Paid tiers give users more tools beyond grammar and spelling checks to include things like word choice, sentence rewrites, tone adjustments, fluency, and formality level.
The company has been profitable since the beginning and now has a valuation of more than $13 billion, placing it among the 10 most valuable startups in the US. The AI writing assistant space is heating up, and Grammarly is hoping to defend its positions against offerings including Scalenut, Ginger and Microsoft's Editor by the release of its SDK, making it far easier to integrate Grammarly into other applications. So far this has been used in over 4,000 products and earned excellent ratings and increased user numbers of Grammarly's service.
Steph
Company Specialist at Welcome to the Jungle
Insights
44% employee growth in 12 months
Company
Funding (last 2 of 3 rounds)
Nov 2021
$200m
LATE VC
Oct 2019
$90m
LATE VC
Total funding: $400m
Company benefits
- Support for professional development with training, coaching, and regular feedback
- Global, local, and team-specific events and programs
- Catered lunches
- Gym and recreation stipends
- Admission discounts
- Work from home opportunities
- Medical, dental, vision, financial, and other benefits, as well as equity
- Support to set up a home office
- Ample and defined time off
- 401(k) matching
Company HQ
Financial District, San Francisco, CA
Leadership
Alex Shevchenko
(Board Member)Studied at Vienna's International University before receiving an MBA from the University of Toronto. Co-founded MyDropBox.com in 2006. The company was bought by Blackboard Inc. three years later. Co-founded Grammarly in 2009.
Max Lytvyn
(Head of Revenue & Board Member)Studied for an MBA at Vanderbilt University before joining Blacboard Inc. as Director of Product Strategy in 2007. Was General Manager and then Partner at Sciworth Labs from 2004 to 2013. Was a Board Member at Uniweb and invested in farmland investment platform FarmTogether.
Share this job
View 30 more jobs at Grammarly