Senior / Principal Product Designer

Outpost is building the backbone of freight. We’re reinventing how supply chain infrastructure works in America with carrier agnostic truck terminals. As a vertically integrated real estate, operations, and technology company, we acquire and operate mission-critical real estate across the country to serve the largest logistics providers in the world. Backed by $1B from Greenpoint Partners, we’re scaling and building the most valuable logistics network in the country. We thrive on accountability, integrity, and a shared drive to raise the bar. If you’re excited to reshape the industry alongside a high-performance team with a championship mindset that executes relentlessly, welcome aboard. Role Summary: We are hiring a Senior or Principal Product Designer to join our Product & Technology team in Seattle. Reporting to our Chief Product & Technology Officer, you will work closely with product, engineering, marketing, and cross-functional stakeholders across Operations and Solutions Engineering to build and extend our design system, delivering polished, user-centered experiences across web, mobile, and drive-up kiosks. The level will be determined based on your experience, scope of ownership, and demonstrated impact. This is a hands-on role for a designer who thrives working on complex, operationally-critical, multiplayer products and can move very quickly without sacrificing quality. Our users are drivers, guards, yard operators, remote ops, VPs of operations, and IT managers at major logistics companies — people working in loud, fast, physical environments where a confusing, inefficient, or oversimplified interface costs real time at a real gate (potentially even backing up traffic into a highway). Key Responsibilities: Embrace AI as a core part of the design workflow — across research synthesis, prototyping, documentation, and ideation — and actively look for new ways it can raise the quality and speed of design work across the team. Execute high-quality product design work across web, kiosk, and mobile platforms. Translate complex logistics and freight data into clear, intuitive, and actionable interfaces. Contribute to and maintain design system components and patterns in Figma, Lovable, and design-built prototyping tools. Partner with the Product & Technology team to deliver designs that are technically feasible and user-validated. Conduct and synthesize user research using Dovetail to inform design decisions. Design data visualizations and dashboards that surface meaningful insights for internal and external users. Participate in design reviews and contribute structured, high-signal feedback. Stay current on AI interaction paradigms and SaaS UX trends and bring relevant ideas to the team. Qualifications: Shared across both levels Lead role - own design for the entire product, end to end, top to bottom. Strong focus on interaction design and data-heavy SaaS applications. Proven ability to work within systems and contribute to a shared design library, rather than designing individual screens in isolation. Experience designing complex workflows, multi-step processes, and data-rich interfaces. Demonstrated willingness to adopt and integrate AI tools into daily design practice. Strong communication and collaboration skills across distributed teams — Outpost's Product & Technology team spans Seattle (PT), Austin (CT), and LatAm. Proficiency with Figma, Lovable, Dovetail, PostHog, ClickUp, Claude, and /or other AI tools. Comfort with logistics, freight, IoT, or similarly technical domains is a plus. Senior Product Designer — Qualifications: 5–7 years of product design experience. Has shipped end-to-end product surfaces and can operate independently on a defined problem area. Contributes components and patterns to an existing design system. Principal Product Designer — Qualifications: 5-10 years of product design experience, including senior or staff-level scope at a product-led company. Has owned a design system end to end — established the architecture, documentation, and adoption model, not just contributed components. Sets design direction across multiple product surfaces and influences roadmap and product strategy, not just execution. Track record of raising the design bar across a team — mentoring, critique culture, hiring, or establishing practice standards. Has designed for at least one domain with hardware, field, or operational constraints (industrial, IoT, logistics, healthcare, fintech ops, or similar). Success in 12 Months Looks Like: AI is a native part of the design workflow. Design is actively using Claude for research synthesis, UX copy, and spec writing, and Lovable for rapid prototyping and concept validation — measurably shortening the distance between idea and artifact. Designs simultaneously specify the experience and establish reusable patterns and tenets. Outpost's design system is measurably stronger: components are documented, reusable, and actively used by engineering without requiring designer intervention on every implementation. Faster cycle time between customer/user feedback → design → spec → engineering, with fewer revision loops due to clearer, higher-fidelity handoff artifacts. Every major product surface has a consistent, validated UX that reflects Outpost's design principles and passes internal usability benchmarks. Product and design are aligned on priorities, speak the same language in customer-facing conversations, and co-own the quality of what ships. Dovetail is populated with synthesized findings from driver, guard, and operator interviews that actively inform roadmap decisions. PostHog and product analytics are part of the design workflow, so decisions are grounded in behavioral data, not just intuition. Comprehensive Benefits Package including Health, Dental, and Vision Insurance 401(k) Retirement Plan Matching 18 Paid Holidays Unlimited PTO Friday Team Lunches Compensation: Final level and compensation will be determined based on experience, scope of ownership, and qualifications. A complete compensation and benefits summary will be provided during the interview process. Outpost is an Equal Opportunity Employer and Prohibits Discrimination of Any Kind. #J-18808-Ljbffr Outpost