Commercial Account Executive, Grammarly
Mid-Market
$190-230k
OTE
Actual OTE range is dependent on location. Commissions are 40% of total sales. The market-based compensation differentials will be applied only to base pay for commission-eligible team members
AI-powered writing assistant
Be an early applicant
AI-powered writing assistant
1001+ employees
Be an early applicant
$190-230k
OTE
Actual OTE range is dependent on location. Commissions are 40% of total sales. The market-based compensation differentials will be applied only to base pay for commission-eligible team members
1001+ employees
Company mission
Grammarly's mission is to improve lives by improving communication.
Role
Who you are
- Mid-Market Sales Expertise: 5+ years closing five- and six-figure B2B SaaS deals with mid-market organizations (500–1,500 employees), consistently exceeding quota. Skilled at selling comprehensive solution bundles and navigating complex, multi-threaded sales cycles with C-level and VP stakeholders
- Value-Based Selling & Sales Methodology: Proven success positioning solutions around customer impact and ROI using structured frameworks (e.g., MEDDICC, Challenger Sale) to systematically qualify opportunities and drive predictable outcomes
- Relationship Builder & Executive Presence: Adept at creating advocates within prospect organizations, building consensus across diverse stakeholders, and serving as a trusted advisor to senior leadership
- Operational Rigor: Disciplined in forecasting, pipeline management, and CRM hygiene. Uses data to generate insights and deliver reliable forecasts that leadership can count on
- Excellent Communicator & Cross-Functional Collaborator: Distills complexity into clear messaging across mediums. Partners effectively with Sales Development, Customer Success, Sales Engineering, and Product teams in a remote-first environment
- Bias to Action & Strategic Thinking: Takes prompt, thoughtful action in ambiguity while developing comprehensive account plans and long-term partnership strategies. Self-directed and thrives managing multiple priorities in fast-paced environments
- AI Enthusiast & Bar Raiser: Passionate about leveraging AI to increase productivity and impact. Committed to elevating team standards and helping others grow
What the job involves
- As a Commercial (Mid-Market) Account Executive, you will drive Superhuman Mail's upmarket expansion by executing strategic, value-based selling to Mid-Market organizations while consistently achieving higher average contract values through comprehensive solution selling and multi-threaded relationship building
- Drive Superhuman's upmarket expansion by consistently achieving higher average contract values through strategic deal structuring and comprehensive solution selling
- Navigate complex sales cycles with Mid-Market organizations, managing multiple stakeholders and approval processes
- Execute a value-based selling approach, positioning Superhuman's solutions based on customer impact and ROI
- Build advocates and cultivate multi-threaded relationships at senior levels, including C-Level and VP
- Own pre-sale contract conversations and negotiations
- Experiment with new processes and adapt to changing customer environments
- Collaborate with cross-functional teams (Sales Development, Customer Success, Sales Engineering, Product) to achieve sales outcomes
- Develop strategic account plans to ensure customer success and growth
- Maintain a high level of rigor in pipeline management, forecasting, and account planning
- Develop and execute outbound sales strategies specifically tailored to Mid-Market accounts to identify and engage new prospects
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, including 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 position 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
(Co-Founder & 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
(Co-Founder & 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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