- We are seeking an experienced Staff Product Designer to join the Drafting team within Clio Work and contribute to our growing Product Design team
- This role is open to candidates across North America (US and Canada, excluding Quebec)
- If you are located near one of our hubs (Burnaby, Calgary, or Toronto), you will be expected to work in the office a minimum of twice per week on our designated Anchor Days
- You will own the design of playbook automations within Clio Work, the capability that lets legal professionals automate their legal playbooks so a matter can run end-to-end with its documents drafted along the way. It is the core of what makes Clio Work valuable to a firm
- As a Staff Product Designer, you will partner with the drafting team’s design lead to cover a comprehensive and highly complex surface area, setting direction where it is still forming and driving work from vision through execution
- This is a hands-on individual contributor role. You will own outcomes rather than people, and much of the work is discovered by building: prototyping alongside engineering as the underlying AI capability evolves, rather than designing far in advance of it
- Drafting sits inside Clio Work, our AI-native workspace for the practice of law, where legal professionals and AI collaborate on substantive legal work. Legal professionals today assemble documents by hand from templates and precedent, repeating the same judgment calls matter after matter
- Design plays a central role in solving this, shaping how firms encode their own expertise once and then let it run
- Design is central to Clio’s R&D;, working alongside Product and Engineering to revolutionize legal tech. We empower our Designers to deeply understand user needs, shaping how lawyers serve their clients. If you are passionate

about us
er-centered design, mission-driven companies, and transforming how lawyers and their staff deliver exceptional client services, join us
- Own a product area: Lead design for playbook automations end-to-end, from vision and ideation through prototyping, testing, and polished production work
- Design for AI:



Ship AI-powered workflows where the right experience depends on how the model behaves, exercising judgment about trust, explainability, and the appropriate level of automation and control
- Prototype with engineering: Partner closely and continuously with Engineering, prototyping quickly to learn what is possible rather than specifying ahead of the technology
- Set direction: Bring strong product thinking to an area that needs clearer direction, framing opportunities and shaping strategy alongside Product and Engineering
- Work across boundaries: Design experiences that span product boundaries, connecting drafting coherently to the rest of Clio Work and the wider Clio platform
- Raise the quality bar: Deliver polished, accessible, cohesive experiences across a high-complexity surface area
- Build the narrative: Pitch ideas and visions upward, build buy-in through clear storytelling and decision framing, and hold a well-reasoned position amid ambiguity
- Contribute to the design system: Evolve Clio’s design system, identifying gaps and improving consistency beyond your immediate scope
- Create leverage for the team: Raise the bar through constructive critique and by partnering with more junior designers to execute ### Benefits
- Specialized learning and development programs and access to an in-house performance coach
- Equitable compensation for your contributions, regardless of gender, race, or any other identifying factor
- Access to pay transparency on all of our global roles
- Company equity for applicable employees
- RRSP-matching in Canada, 401k in the US, and pension plans in Ireland
- Hybrid model – striking the right balance between the benefits of in person connectivity that in office brings, and the flexibility of remote




- Flexible paid time off (4-week minimum with opportunities for personalization based on individual needs and achievements)
- Parental leave options for birthing and non-birthing parents
- A $500 contribution to your child’s RESP
- Various health, dental, and vision benefits for you and your family, including an Employee and Family Assistance Program
- Virtual and In-person Wellness Programs to support mental and physical health
- Paid time for volunteering through our Clio Gives program
- $2000 annual counseling benefit for CAD Clions
- Experience with accessibility standards (WCAG)
- Experience working in-house at a product company rather than in a consultancy or agency model, with deep understanding of a specific user group
- Solid craft across interaction design, information architecture, usability, and visual design, with consistently high-quality execution
- Strong narrative and presentation skills, with a track record of pitching ideas and visions upward and winning buy-in
- Experience designing complex workflows or features for enterprise-type applications, on desktop and web rather than consumer or mobile
- Strong product thinking, with the ability to set direction where product direction is still forming
- The ability to navigate ambiguity and hold a position amid divergent or incomplete direction
- Demonstrated ownership of an entire product, not only features within one, including the ambiguity and strategic framing that comes with it
- Extensive partnership with Engineering, including the ability to prototype quickly and iterate alongside them
- 12+ years of Product Design experience. B2B SaaS experience is preferred, but not required
- Experience with work that crosses product boundaries and spans multiple products or customer segments
- Direct experience shipping AI-powered features or workflows, with a strong understanding of user-centered applications of machine learning and generative AI
- Experience applying AI to document drafting in another document-heavy sector such as insurance or accounting
- Experience in the legal space, at a firm or at a legal technology company

📌 Staff Product Designer (Toronto)
🏢 Clio
📍 Toronto