# Head of SMB and Commercial Sales at Grammarly

- Company: Grammarly
- What the company does: Grammarly makes AI writing convenient. Work smarter with personalized AI guidance and text generation on any app or website. Backed by IVP.
- Company website: https://www.grammarly.com
- Type: Startups (AI role)
- Level: Principal and up
- Location: Remote - United States
- Work setup: Remote
- Pay: $386K to $536K base salary per year (USD)
- Posted: 2026-09-18
- Apply by: 2026-11-02
- Apply: https://jobs.ashbyhq.com/Superhuman%20Platform%20Inc/0fdc9a3d-2104-4a2e-908c-d698a7e48864
- Page: https://www.1752.vc/careers/jobs/grammarly-head-of-smb-and-commercial-sales/

## About the role

Superhuman��s go-to-market teams are shaping the future of workplace communication. As a member of our team, you will be crucial in expanding the use of our innovative, trustworthy AI writing tools. We strive to ensure that every organization can communicate effectively and efficiently. If you are passionate about transforming the way professionals connect and collaborate, we would love to hear from you.

## What they're looking for

- 10+ years of SaaS sales experience, with at least 5 years in a sales leadership role managing a team of Account Executives
- Proven track record of building and leading high-performing enterprise sales teams in a land-and-expand or expansion-driven motion
- Experience leading in a matrixed or multi-product selling environment (e.g., STU/ATU, overlay, or specialist AE model) — comfortable driving results without direct control of all inputs
- Deep expertise in enterprise sales cycles with demonstrated success engaging VP and C-Suite stakeholders across IT, procurement, and multiple lines of business
- Background in collaboration, productivity, or work management SaaS tools strongly preferred, experience at a progressive tech company with a strong product culture is a plus
- Strong coaching orientation — known for developing sellers, not just managing pipeline, can identify skill gaps and build targeted development plans

Tags: Managed