Executive Assistant to Vice President, Grammarly
Strategy & Operations
$158-180k
2-3 days a week in office
AI-powered writing assistant
Be an early applicant
AI-powered writing assistant
1001+ employees
Be an early applicant
$158-180k
2-3 days a week in office
1001+ employees
Company mission
Grammarly's mission is to improve lives by improving communication.
Role
Who you are
- We are looking for a highly capable and forward-thinking Executive Assistant who thrives in fast-paced, ever-evolving environments
- The ideal candidate brings a unique combination of operational excellence, strategic acumen, and emotional intelligence to support the VP, Strategy & Operations in achieving maximum impact
- Think in systems and enjoy simplifying complexity — with the ability to build intuitive, effective tools (like a well-crafted Coda doc) that drive clarity and alignment
- Act as a true force multiplier for executives — anticipating needs, managing details, and creating leverage in every interaction
- Remain calm, resourceful, and solution-oriented in the face of ambiguity or rapid change, always bringing a steady, thoughtful approach to problem-solving
- Communicate with clarity and empathy, both in writing and in person, helping to refine and elevate the COO’s voice in internal documents and presentations
- Bring 3+ years of experience supporting senior leaders, ideally in fast-paced, high-growth, or cross-functional environments
- Care deeply about people and team culture, and are energized by helping high-performing teams stay connected, aligned, and effective
- 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
What the job involves
- We’re looking for an Executive Assistant to support our VP, Strategy & Operations, and help move some of Grammarly’s most cross-functional, high-impact initiatives forward
- As Molly's Executive Assistant, you’ll be a strategic and operational partner—not just managing logistics but helping her stay focused, prepared, and connected to what matters most
- You’ll work at the intersection of company-wide priorities and functional execution, gaining exposure to executive-level strategy, operations, and decision-making
- Own and optimize the daily workflow by managing a complex and dynamic calendar, coordinating travel logistics, organizing the inbox, submitting expenses, and ensuring seamless day-to-day execution
- Design and maintain systems that foster clarity and efficiency, including streamlined Coda docs, polished Google Slides decks, and team communications that align stakeholders and drive momentum
- Partner closely with the VP to prepare for key internal meetings by drafting talking points, curating briefing materials, and ensuring she’s equipped to engage with insight and confidence
- Track and manage cross-functional action items to ensure follow-ups are completed and nothing slips through the cracks. Keep initiatives moving forward with thoughtful attention to detail and accountability
- Provide support to the broader leadership team, stepping in to assist with projects, meetings, or org-wide initiatives that benefit from your logistical or strategic support
- Help the VP stay connected with her team by identifying and facilitating moments of recognition, celebration, and personal connection, reinforcing a strong, engaged team culture
- Collaborate closely with the Strategy & Operations team to improve internal workflows, team all hands, facilitate cross-functional planning, and ensure effective communication throughout the organization
- Handle sensitive information with a high degree of professionalism, discretion, and emotional intelligence, maintaining trust and integrity at all times
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.
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