Grammarly

Commercial Account Executive – Mid-Market

Grammarly

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $200,000 - $230,000 per year

About the role

  • 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.

Requirements

  • 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.
Benefits
  • Excellent health care (including a wide range of medical, dental, vision, mental health, and fertility benefits)
  • Disability and life insurance options
  • 401(k) and RRSP matching
  • Paid parental leave
  • 20 days of paid time off per year, 12 days of paid holidays per year, two floating holidays per year, and flexible sick time
  • Generous stipends (including those for caregiving, pet care, wellness, your home office, and more)
  • Annual professional development budget and opportunities
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
Mid-Market Sales ExpertiseB2B SaaS SalesValue-Based SellingSales MethodologyMEDDICCChallenger SalePipeline ManagementForecastingCRM HygieneOutbound Sales Strategies
Soft Skills
Relationship BuilderExecutive PresenceOperational RigorExcellent CommunicatorCross-Functional CollaborationBias to ActionStrategic ThinkingAdaptabilityTrust AdvisorConsensus Building