Grammarly

Very Strong Design Culture Signals

Actively Hiring Designers

Grammarly is a San Francisco–based software company founded in 2009, offering AI-powered writing assistance that enhances spelling, grammar, tone, and plagiarism detection for individuals and organizations. Its platform supports communication across contexts—from academic writing and professional emails to enterprise content review—and serves 40+ million daily users. With a hybrid model spanning Kyiv, New York, Berlin, and Vancouver, Grammarly has become a trusted productivity tool for both individuals and major global brands.

1,000 - 2,5000

300 - 500 Bay Area Employees

Private

Productivity Software

Design Team Breakdown

Total

30 Designers

Product Designers

Leaders/ Managers

Researchers

Design Ops & Systems

Brand and Creative

Content Design

Other

14

3

3

3

2

2

3

Headcount Ratios

1:9

Designer : Engineer

1:2

Designer : Product

Design Leadership

Collin Whitehead

VP of Design

1 year at Grammarly

Collin is a seasoned design executive focused on aligning design with business goals. As VP of Design at Grammarly, he leads the integration of Coda, shaping intuitive AI tools for writing and collaboration. Previously at Dropbox, he directed design for Dash.ai through multiple product stages and played a pivotal role in the company’s rebrand and IPO, showcasing his ability to drive design operations and organizational change at scale.

Grammarly

Very Strong Design Culture Signals

Actively Hiring Designers

Grammarly is a prominent San Francisco–based software company founded in 2009, offering AI-powered writing assistance that serves both individual users and organizations by enhancing spelling, grammar, tone, and plagiarism detection. Its platform supports seamless communication across a variety of contexts—from academic writing and professional emails to enterprise-grade content review. Grammarly’s hybrid working model spans multiple cities, including offices in Kyiv, New York, Berlin, and Vancouver, while catering to hundreds of thousands of teams and over 40 million daily users. The company stands out in the AI productivity space thanks to its scalable tools, trusted by individuals and major global brands alike.

1,000 - 2,500 Employees

300 - 500 Bay Area Employees

Private

Productivity

Design Team Breakdown

Total

30 Designers

Product Designers

Leaders/ Managers

Researchers

Design Ops & Systems

Brand and Creative

Content Design

Other

14

3

3

3

2

2

3

Headcount Ratios

1:9

Designer : Engineer

1:2

Designer : Product

Design Leadership

Collin Whitehead

VP of Design

1 year at Grammarly

Collin is a seasoned design executive focused on aligning design with business goals. As VP of Design at Grammarly, he leads the integration of Coda, shaping intuitive AI tools for writing and collaboration. Previously at Dropbox, he directed design for Dash.ai through multiple product stages and played a pivotal role in the company’s rebrand and IPO, showcasing his ability to drive design operations and organizational change at scale.