Role Overview

The Commercial (Mid-Market) Account Executive plays a pivotal role in Grammarly's expansion within the Superhuman Suite, an AI-powered productivity platform that integrates seamlessly with over 1 million applications. You'll execute value-based selling to mid-market companies (500-1500 employees), consistently achieving higher ACVs through comprehensive solution selling and multi-threaded relationship building.

Grammarly, alongside Superhuman Mail and Coda, is redefining how teams collaborate with premium product craft and enterprise-scale capabilities. As an AE, you'll navigate complex sales cycles, engage C-level stakeholders, and collaborate cross-functionally to deliver massive impact. This isn't just a sales job—it's about building products people love and reshaping work fundamentals.

With a remote-first culture emphasizing values like building love, creating impact, and doing your best work, Grammarly offers an environment where top performers thrive. Expect to own your pipeline, forecast accurately, and experiment with innovative processes in a dynamic, high-growth setting.

Key Responsibilities

Your day-to-day will involve high-impact sales activities tailored to mid-market success:

• Drive upmarket expansion by structuring deals for higher ACVs via strategic solution selling.
• Manage complex sales cycles with mid-market orgs, handling multiple stakeholders and approvals.
• Execute value-based selling, positioning Grammarly solutions around ROI and business impact.
• Cultivate multi-threaded relationships with C-Level and VP advocates.
• Lead pre-sale contract negotiations and close five/six-figure deals.
• Develop outbound strategies to identify and engage mid-market prospects.
• Maintain rigorous pipeline management and forecasting discipline.
• Collaborate with SDRs, Customer Success, SEs, and Product teams for optimal outcomes.
• Create strategic account plans ensuring long-term customer growth and success.
• Adapt to changing customer environments through process experimentation.
• Consistently exceed quota in dynamic B2B SaaS markets.
• Build consensus among diverse stakeholders for deal progression.
• Leverage Grammarly's AI capabilities to demonstrate productivity gains.
• Foster renewals and expansions through strong post-sale relationships.

Qualifications

We're looking for proven closers with mid-market expertise:

• 5+ years B2B SaaS sales experience as a quota-carrying closer.
• Track record of closing $100K+ deals with 500-1500 employee companies.
• Success navigating complex cycles and building C-level consensus.
• Consistent quota overachievement in competitive markets.
• Expertise in comprehensive solution selling and value propositions.
• Strong outbound prospecting and pipeline generation skills.
• Experience owning negotiations and contract discussions.
• Collaborative team player across sales and enablement functions.
• Analytical mindset for forecasting and account planning.
• Adaptability in fast-paced, evolving environments.
• Passion for AI productivity tools and customer success.
• Excellent communication for multi-threaded engagements.

Salary & Benefits

Grammarly offers competitive total compensation for top sales talent. Base salaries range from $120,000-$160,000 USD, with uncapped commissions pushing OTE to $200,000-$300,000+ for high performers. Additional perks include:

• Comprehensive health benefits and 401(k) matching.
• Unlimited PTO and flexible remote work.
• Stock options in a scaling AI platform.
• Professional growth stipends and wellness reimbursements.
• Parental leave, team retreats, and more.

Why Join Grammarly?

Grammarly isn't just another SaaS company—we're building the future of work. Loved by millions, our Superhuman Suite delivers AI agents that supercharge productivity. Join a values-driven team obsessed with customer delight, massive impact, and best work.

Remote culture fosters autonomy while providing support for peak performance. With integrations across 1M+ apps, we're positioned for household brand status. If you thrive on closing big deals and building lasting relationships, this is your opportunity to shape Grammarly's trajectory.

Our commitment to diversity, equity, and inclusion ensures every voice contributes to innovation. Experience the joy of selling products customers adore while advancing your career in AI sales leadership.

How to Apply

Ready to drive Grammarly's mid-market growth? Submit your resume and a note on your biggest sales win today. We review applications on a rolling basis and respond to qualified candidates within 48 hours. Let's build something superhuman together.