Commercial (Mid-Market) Account Executive

About Superhuman

Grammarly is now part of Superhuman, the AI productivity platform on a mission to unlock the superhuman potential in everyone. The Superhuman suite of apps and agents brings AI wherever people work, integrating with over 1 million applications and websites . The company’s products include Grammarly’s writing assistance, Superhuman Docs's collaborative workspaces, Mail’s inbox management, and Go, the proactive AI assistant that understands context and delivers help automatically. Founded in 2009 , Superhuman empowers over 40 million people , 50,000 organizations , and 3,000 educational institutions worldwide to eliminate busywork and focus on what matters.

The Opportunity

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.

Qualifications

• Mid-Market Sales Expertise: 3+ 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.

• 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.