Senior Director & Head of Design
DriveCentric, an AI engagement platform for automotive dealerships, seeks a Senior Director & Head of Design to lead a small product design team as a player-coach: defining agentic/AI experience patterns, owning information architecture across product lines, and modernizing the design system and workflow with AI-powered prototyping tools.
- Compensation
- Not disclosed
- Location
- Remote
- Work setup
- Remote
- Seniority
- C level
- Employment
- Not specified
- Experience
- 3+ years
- Category
- Design
- Posted
Skills
Must have
- 8+ years designing software, including 3+ years leading designers in B2B SaaS; has managed individual contributors
- Has shipped AI-native or agentic features to production in a real product with real users
- Personally builds working prototypes with AI tooling (e.g. Cursor, Claude, v0, Figma Make) — hard requirement
- Has restructured the information architecture of a mature, complex product with existing customers, and can explain the migration path
- Has owned a design system used by multiple product lines and engineering teams, with adoption and governance experience
- Has designed dense, operational software for non-technical professionals who use it all day under time pressure
- Still in the craft — wants to lead a team and personally design the hardest thing on the roadmap
Nice to have
- Automotive retail, dealership operations, or DMS and CRM adjacency
- Has reshaped a product built on an older paradigm around AI
- Design engineering background, or internal tools built that changed how a team works
- Has written or spoken publicly about agentic UX, trust and control patterns, or AI in the design process
Full description
The problem we are hiring you to solve
DriveCentric is the AI Engagement Platform built for automotive dealerships. Through DriveCentric AI Labs we ship native AI agents at a cadence of roughly one every 30 days, across Sales, Service, F&I, and Marketing.
That creates a design problem worth taking seriously. How does a dealership employee actually work alongside a growing fleet of agents, on the same customer, in the same platform, without the experience turning into noise?
We are hiring a Senior Director of Product Design to answer it. You will lead product design for the DriveCentric platform, define how we design agentic experiences, own information architecture across our product lines, and modernize how our team designs and builds.
This is a player-coach role. You will lead a small, growing design team and you will still be personally in the work.What you will own
- Agentic experience design. How our agents behave in front of a human being. Designing for probabilistic systems where confidence, ambiguity, and failure are first-class states. Trust and transparency, so users can see what an agent did and why. The progressive autonomy ladder from suggest, to draft, to act with approval, to act on its own. And the handoff moment when a conversation moves from an agent to a real person without the customer feeling the seam.
- Information architecture across product lines. IA coherent navigation, taxonomy, and permissions model spanning desktop and mobile, where one customer stays one record no matter which department is acting on them. This is a live platform with real customers, so it calls for staged, credible sequencing rather than a big-bang redesign.
- How we design and build. Working prototypes as the default artifact instead of static frames. Designers building with AI tooling and shipping real code where it accelerates the work. Internal tooling that lets partners across the company produce on-brand work from design system components. And a craft bar that holds while everything speeds up.
- The design system. A versioned, adopted, measurable product with real consumers, with accessibility built into the components rather than audited afterward.
- The team. Lead, coach, and grow a small product design team, hire deliberately as we scale, and act as a peer to product and engineering leadership. You will spend real time in dealerships. That is a feature of this job.
What we are looking for
This list is short on purpose. If you meet these, apply, even if you do not match everything in the next section.
- 8+ years designing software, including 3+ years leading designers in B2B SaaS. You have managed individual contributors, not only projects.