Head of Product Design

Onebrief is a revolutionary platform for military staff workflows and operational planning. The software is designed to enable smarter, real-time decisions. With unparalleled collaboration features, AI-enhanced tools, and customizable workflows, Onebrief makes staffs superhuman. The expanding roster of customers includes COCOMs and Service Components worldwide.

Founded in 2019 by a group of experienced planners, today, Onebrief’s workforce of 120+ spans veterans from all forces and global organizations, and technologists from leading-edge software giants. Onebrief’s growth is exemplary, having raised $53M+ and counting from leading venture investors.

As Onebrief’s Head of Product Design, you’ll report to our VP of Product, Devesh, and play a critical role in shaping the future of how military staffs plan, collaborate, and make decisions. Our platform is live and trusted, now we’re scaling it to be even clearer, faster, and more powerful.

You’ll work closely with Product and Engineering to define high-impact work — from new features to system-level improvements — and help the team focus on solving the right problems in the right way. Designers at Onebrief get involved early and often, contributing across UX, UI, and research to make complex workflows feel simple and intuitive.

As a player-coach, you’ll grow the team’s craft and confidence while staying close to the work yourself. You’ll help shape not just what we build, but how we build it; refining process, mentoring ICs, and coaching cross-functional peers on how to bring valuable insight to the table.

You’ll collaborate directly with military SMEs, planning advisors, and customers to stay anchored in real-world problems — and ensure our design work drives real impact.

"Any darn fool can make something complex; it takes a genius to make something simple." — Albert Einstein

You’re energized by designing tools that bring clarity to complex, high-stakes environments. Simplicity, structure, and thoughtful reduction come naturally — your work helps users focus, not fight the interface.

While your thinking is systems-level, you know how to carve out small, high-leverage slices of work that create meaningful progress. You’re strategic when it counts, tactical when needed, and equipped to help teams build fast and build right.

You stay grounded and focused in ambiguous situations. In async teams, you communicate with clarity, whether it be in writing, sketches, or reviews. And when collaboration’s needed, you know how to bring others in without slowing things down.

• Experience with complex, user-driven products: often found in B2B SaaS, but could come from any environment where clarity and utility matter most.

• End-to-end product thinking: shipped products from 0→1 and improved them through thoughtful iteration.

• Strong UX instincts: clarity, flow, and user outcomes matter more to you than surface polish alone.

• High-stakes design experience: built tools that users rely on for operational results, not just daily tasks.

• Strategic execution: scoped complex work into focused, shippable slices that move the product forward.

• Cross-functional leadership: worked tightly with Product and Engineering to align early and ship fast.

• High ownership mindset: proactive in surfacing, shaping, and driving design initiatives to completion.

• Culture and craft leader: known for setting a high bar and helping others rise to it.

• Async-native communicator: clear and structured in writing, sketches, and cross-functional reviews.

Compensation Range: $225K - $300K