Job Highlights

AI-extracted key information

The Commercial (Mid-Market) Account Executive at Grammarly is responsible for driving the upmarket expansion of Superhuman Mail by executing strategic, value-based selling to Mid-Market organizations. This role involves managing complex sales cycles, building relationships with senior stakeholders, and collaborating with cross-functional teams to achieve sales outcomes.

Salary Range

$200k - $230k/year

Experience Level

Mid Level

Key Skills

sales
AI-powered analysis • Data extracted from job description
Grammarly logo

Commercial (Mid-Market) Account Executive

GrammarlyUnited States; RemoteSales & Business Development

Posted Yesterday

Full-Time

Employment Type

Remote

Work Location

$200,000 - $230,000

per year

About This Role

About Superhuman

Superhuman Mail 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, Coda’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

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.

Compensation And Benefits

Superhuman offers all team members competitive pay along with a benefits package encompassing the following and more:

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

Superhuman takes a market-based approach to compensation, so base pay may vary by location. Our US locations are categorized into two compensation zones based on proximity to our hub locations.

Base pay may vary considerably depending on job-related knowledge, skills, and experience. The expected salary ranges for this position are outlined below by compensation zone and may be modified in the future. The expected “On Target Earnings” (OTE) for this role are outlined below and may be modified in the future.

United States

Zone 1: $200,000 – $230,000 OTE/year (USD)

Zone 2: $190,000 – $220,000 OTE/year (USD)

Commissions are 40% of total sales. The market-based compensation differentials will be applied only to base pay for commission-eligible team members.

We Encourage You to Apply

At Superhuman, we value our differences, and we encourage all to apply—especially those whose identities are traditionally underrepresented in tech organizations. We do not discriminate on the basis of race, religion, color, gender expression or identity, sexual orientation, ancestry, national origin, citizenship, age, marital status, veteran status, disability status, political belief, or any other characteristic protected by law. Superhuman is an equal opportunity employer and a participant in the US federal E-Verify program (US). We also abide by the Employment Equity Act (Canada).

Compensation

$200,000 - $230,000

Annual salary

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