Grammarly · 1 day ago
Head of Enterprise Design
Grammarly, part of Superhuman, is an AI productivity platform focused on enhancing workplace communication and productivity. They are seeking a Head of Enterprise Design to lead the design vision for their unified admin platform and mentor designers to create intuitive experiences for enterprise companies.
Responsibilities
Set the vision for enterprise design across the suite: Lead the end-to-end design of the unified admin platform while guiding strategy for individual product experiences
Design scalable systems: Create patterns for account management, billing, and organization that balance consistency across products with the flexibility each product needs
Lead and mentor designers: Manage and inspire a cross-product team, fostering a culture of craft, collaboration, and customer obsession
Shape strategy and execution: Partner with product and engineering leads to influence roadmaps, move quickly from concept to launch, and iterate based on real-world use
Champion enterprise admins: Advocate for thoughtful, intuitive experiences that meet the needs of admins—critical but often overlooked users
Be part of a team that’s got your back: Work alongside a broader team of design leaders who support each other, give thoughtful feedback, and grow together
Qualification
Required
10+ years of experience turning ideas into shipped products that users love, ideally with experience in admin, billing, or account management systems
3+ years of experience building and inspiring design teams, mentoring designers, and fostering a culture of creativity, craft, and collaboration
Proven ability to design powerful, scalable enterprise products (dashboards, workflows, management, and/or productivity tools)
A portfolio that demonstrates transforming complex problems into simple, elegant solutions
Ability to set vision and execute: You can establish a north star, get leadership buy-in, set clear direction, and execute
Belief in the value of building incredible user experiences
Act as if you are 100% responsible for your own outcomes as well as the outcomes of the company
Work tirelessly in pursuit of your results; quickly take the initiative and own it when results are off; course-correct and get scrappy if necessary
Embed AI into daily workflows, rituals, and decision-making; model fluency, curiosity, and visible use of AI to raise the bar for speed, quality, and customer impact
Redesign experiences to create AI-native magic — delighting customers through faster, smarter, and more effective workflows that deliver measurable outcomes
Put the company ahead of yourself; discussions are about results and how to amplify success
Demonstrated ability to work independently with minimal guidance, proactively manage tasks and priorities across multiple projects, analyze and execute work efficiently, collaborate effectively with cross-functional teams, and thrive in fast-paced, results-driven environments
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
Company
Grammarly
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H1B Sponsorship
Grammarly has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (43)
2024 (33)
2023 (26)
2022 (16)
2021 (27)
2020 (13)
Funding
Current Stage
Late StageRecent News
2025-10-30
Grammarly Blog
2025-10-30
2025-10-28
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