Aimed at senior design systems professionals who can lead agentic platform development and moonshot projects.
Derived from job-description analysis by Serendipath's career intelligence engine.
Original posting from Onebrief via Ashby
CONSEQUENTIAL WORK. DEDICATED PEOPLE.
ABOUT ONEBRIEF
Onebrief builds collaboration and AI-powered workflow software for military planning and operational coordination.
Military planning is complex by nature, requiring teams to coordinate information, people, and decisions across systems and locations. Onebrief brings planning, collaboration, simulation, and AI into one connected environment, helping teams test strategies, adapt to changing conditions, and make decisions with greater clarity when the stakes are real.
We are a distributed team of builders from military, operational, and technology backgrounds who care deeply about improving how important work gets done. Some team members work remotely, while others work directly alongside customers in operational environments around the world.
Founded in 2019, Onebrief is backed by leading investors including General Catalyst, Battery Ventures, Insight Partners, Sapphire Ventures, and Human Capital. Valued at more than $2 billion, we continue to invest in product innovation, AI capabilities, and team growth.
Design at Onebrief is capacity-constrained in a way engineering increasingly isn't. Agents have changed what's possible for production velocity, but the design team doesn't yet have the systems to ship at that same speed and scale. This role exists to build those systems.
Your job isn't to design faster yourself. It's to build the platform that removes capacity as the constraint for the rest of the design team: the agentic design system platform, the tools and utilities designers rely on day to day, and the services that support design needs across the company at scale, including automated intake and evaluation, release QA, and telemetry from production environments. You're building the engine that drives the design flywheel. The faster and more reliable that engine is, the faster the whole team ships good work, and the more data comes back to make the engine better.
Beyond the platform, this role also leads moonshot projects on the future of agentic experiences for our customers. This includes exploring forefront agentic technology being developed in the private and defense sectors and leading how Onebrief translates what's possible into what's next. This role is deliberately built to cross traditional boundaries between design roles. On moonshot work, you lead directly and pull in Product Designers, Design Engineers, or anyone else needed, without a fixed technical/product split.
This is a high-agency, ambiguous-problem role. There's no existing playbook to follow. You're writing it.
WHAT YOU'LL DO
- Architect and build the agentic design system platform, including components, patterns, documentation, and utilities (MCPs, skills, plugins) that Product Designers and Design Engineers build on.
- Build intake and automated evaluation systems that triage incoming design requests and contributions and check them against standards automatically.
- Build release QA automation that catches quality and consistency issues before they ship.
- Build data telemetry from production environments, creating feedback loops that show whether shipped design work is actually performing as intended and route that signal back into the platform.
- Lead moonshot projects exploring the future of agentic customer experiences, drawing on forefront technology from the private and defense sectors and pulling in whoever's needed across design and engineering to make them real.
- Make deliberate, defensible calls on where human review gates belong versus where automation should own the decision.
- Work within Onebrief's deployment stack (Docker, EKS/Kubernetes on AWS, GitHub CI/CD pipelines) to ship and maintain these systems reliably.
- Participate in team reviews and provide meaningful, platform-informed input to the Head of Department on strategic initiatives and the design team's roadmap.
MINIMUM QUALIFICATIONS
- Deep, hands-on experience building and scaling agentic design systems, including automated documentation, syncing code and design sources of truth, governance systems, visual linting/auditing, automated reviews, and designer utilities (plugins, agent skills, MCPs).
- Experience building production/release infrastructure such as automated pipelines, intake/evaluation systems, QA automation, or telemetry.
- Familiarity with deployment processes and stacks such as Docker, EKS (Kubernetes on AWS), and GitHub CI/CD pipelines, or comparable.
- Informed opinions on where and how human gates should exist versus where automation is most effective, with the ability to defend that judgment with examples.
- Track record leading ambiguous, cross-functional exploratory or moonshot projects, pulling in whoever's needed regardless of role boundaries and turning exploration into something real.
- Comfortable being the first and only person in a role, building the playbook rather than inheriting one.
PREFERRED QUALIFICATIONS
- Active, contributing member of the design systems community (writing, speaking, open source, or comparable).
- Experience with knowledge graphs, vector stores, or other semantic infrastructure for agent context/memory.
- Familiarity with eval/validation frameworks for agentic outputs, beyond "vibes."
- Curiosity about and exposure to forefront agentic technology in the private or defense sectors, and comfort exploring unproven, emerging tools and approaches.
INDICATORS OF SUCCESS
A successful Staff Outcome Designer will, within six months:
- Have shipped a working version of the agentic design platform that Product Designers and Design Engineers are actually using.
- Have at least one production-support system live (intake/evaluation, release QA, or telemetry) that's measurably reducing manual toil or catching issues before they ship.
- Have a governance process in place that's catching quality issues before they compound.
- Have integrated these systems into Onebrief's deployment/CI pipeline without creating a maintenance burden.
- Have kicked off or be leading at least one moonshot exploration into forefront agentic customer experiences, with clear cross-functional participation.
- Be able to show adoption/impact numbers, not just system architecture diagrams.
- Be a trusted technical partner to both Product Designers and Design Engineers. People bring you ambiguous platform problems by default.
Notice to Third Party Recruitment Agencies
Please note that Onebrief does not accept unsolicited resumes from recruiters or employment agencies. In the absence of an executed Recruitment Services Agreement, there will be no obligation to any referral compensation or recruiter fee. In the event a recruiter or agency submits a resume or candidate without an agreement Onebrief explicitly reserves the right to pursue and hire those candidate(s) without any financial obligation to the recruiter or agency. Any unsolicited resumes, including those submitted to hiring managers, shall be deemed the property of Onebrief.
Source: Onebrief careers (Ashby)