Senior Product Designer, First Mile AI

Role overview

Workplace

• Hybrid role requiring work at least 3 days per week from the San Francisco or Toronto offices.

What you’ll do

• Own end-to-end design for 0-to-1 leads and intake experiences, from discovery and concepts through launch and iteration.
• Understand law firm workflows and identify ways to reduce friction for case managers, paralegals, and lawyers.
• Design flows for lead qualification, intake, outbound marketing, AI-assisted lead engagement, and referrals.
• Design trustworthy AI-powered experiences with human-in-the-loop workflows, transparency, and guardrails.
• Partner across product, engineering, data science, and ML to turn ambiguous problems into scalable experiences.
• Conduct qualitative research and usability testing; use findings to validate concepts and improve the product.
• Create polished interfaces with the design system and evolve patterns for new AI-powered workflows.
• Communicate design decisions and connect execution to broader product goals.

Qualifications

• 5+ years of software product design experience and a track record of designing and shipping B2B SaaS products.
• Experience taking complex products or workflows from concept through launch, particularly in ambiguous or 0-to-1 environments.
• Proven experience designing AI-powered products; understanding of AI, LLMs, and agentic workflows is required.
• Strong product and systems thinking; ability to simplify complex workflows.
• Strong qualitative research and usability testing skills.
• High proficiency in Figma and a strong eye for interaction and visual design.
• Able to move quickly while maintaining a high bar for craft and quality.
• Strong communication and collaboration across product, engineering, data science, and ML teams.
• Bonus: experience with conversational interfaces, AI agents, human-in-the-loop AI, or products involving complex data and workflows.

Benefits and perks

• Benefits include medical, dental, vision, and additional insurance options; flexible paid time off; sick leave; and short- and long-term disability.
• The package includes observed US holidays and Canadian statutory holidays by province, a home office stipend, and paid parental leave.
• Retirement plans include 401(k) for US-based employees and RRSP for Canada-based employees.
• A local in-person meet-up program and hubs in San Francisco and Toronto are offered.
• Benefits and perks listed are for full-time employees.

Compensation

• Compensation range: $117,901–$160,000; the source does not specify a pay cadence.

Application notes

• Submit applications through the company careers page; the company does not accept resumes or expressions of interest by email or social media.