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Commercial (Mid-Market) Account Executive, Superhuman Mail

Grammarly - Remote - Hybrid

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Salary: USD 178,000 - 264,000 / annual

Superhuman (formerly Grammarly) is seeking a Commercial Account Executive to drive upmarket expansion of Superhuman Mail within mid-market organizations (500–1,500 employees). This hybrid role is based remotely with periodic in-person collaboration weeks as determined by management. You will own the full sales cycle for five- and six-figure B2B SaaS deals, executing value-based selling strategies that emphasize customer impact and ROI. Your responsibilities include navigating complex, multi-threaded sales cycles with C-level and VP stakeholders, building internal advocates, structuring strategic deals, and developing comprehensive account plans for long-term partnership growth. You will also develop and execute outbound strategies to identify and engage new mid-market prospects, own pre-sale contract negotiations, and maintain rigorous pipeline management and forecasting. The ideal candidate brings 3+ years of proven success closing mid-market deals, consistently exceeding quota. You should be skilled in structured sales methodologies (MEDDICC, Challenger Sale, or similar), adept at creating executive presence and consensus across diverse stakeholders, and disciplined in CRM hygiene and data-driven forecasting. You excel at distilling complexity into clear messaging, collaborating effectively across Sales Development, Customer Success, Sales Engineering, and Product teams in a remote-first environment, and taking prompt, thoughtful action in ambiguity. A genuine enthusiasm for AI productivity tools and a commitment to raising team standards are valued. Superhuman offers competitive market-based compensation with base pay of $178–$264k (US), plus 40% commission on total sales. Benefits include comprehensive health coverage (medical, dental, vision, mental health, fertility), disability and life insurance, 401(k)/RRSP matching, paid parental leave, 20 PTO days plus 12 holidays and 2 floating holidays annually, flexible sick time, generous stipends (caregiving, pet care, wellness, home office), and annual professional development budget.

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