Senior / Principal Product Designer

Outpost•Seattle, WA
•$170,000 - $250,000•Onsite

About The Position

Outpost is building the backbone of freight, reinventing supply chain infrastructure 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. 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).

Requirements

  • 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.
  • 5–7 years of product design experience (for Senior role).
  • Has shipped end-to-end product surfaces and can operate independently on a defined problem area (for Senior role).
  • Contributes components and patterns to an existing design system (for Senior role).
  • 5-10 years of product design experience, including senior or staff-level scope at a product-led company (for Principal role).
  • Has owned a design system end to end — established the architecture, documentation, and adoption model, not just contributed components (for Principal role).
  • Sets design direction across multiple product surfaces and influences roadmap and product strategy, not just execution (for Principal role).
  • Track record of raising the design bar across a team — mentoring, critique culture, hiring, or establishing practice standards (for Principal role).
  • Has designed for at least one domain with hardware, field, or operational constraints (industrial, IoT, logistics, healthcare, fintech ops, or similar) (for Principal role).

Nice To Haves

  • Comfort with logistics, freight, IoT, or similarly technical domains is a plus.

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.

Benefits

  • Comprehensive Benefits Package including Health, Dental, and Vision Insurance
  • 401(k) Retirement Plan Matching
  • 18 Paid Holidays
  • Unlimited PTO
  • Friday Team Lunches
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