Staff Product Designer, Drafting

Clio; Toronto; Hybrid; CAD 150,000 - 226,000; Full time

Benefits offered by this job

Competitive salary and benefits

Hybrid in-office schedule (Anchor Days

20 days paid time off

$2000 annual counseling benefit

RRSP matching and RESP contribution

Clioversary recognition program

Job summary

Clio is seeking a Staff Product Designer to lead the design of playbook automations within Clio Work, partnering with the drafting team to craft AI-powered experiences that run end-to-end for legal matters. This hands-on role focuses on owning outcomes, prototyping with engineering, and shaping direction across multiple products and teams.

You will contribute to a high-performing, user-centered design organization, evolve Clio’s design system, and collaborate closely with product, engineering,

Qualifications

• 12+ years of Product Design experience. B2B SaaS experience is preferred, but not required.
• Direct experience shipping AI-powered features or workflows, with a strong understanding of user-centered applications of machine learning and generative AI.
• Experience designing complex workflows or features forenterprise-type applications, on desktop and web rather than consumer or mobile.
• Demonstrated ownership of an entire product, not only features within one, including the ambiguity and strategic framing that comes with it.
• Experience with work that crosses product boundaries and spans multiple products or customer segments.
• Strong product thinking, with the ability to set direction where product direction is still forming.
• Extensive partnership with Engineering, including the ability to prototype quickly and iterate alongside them.
• Experience working in-house at a product company rather than in a consultancy or agency model, with deep understanding of a specific user group.
• Strong narrative and presentation skills, with a track record of pitching ideas and visions upward and winning buy-in.
• The ability to navigate ambiguity and hold a position amid divergent or incomplete direction.
• Strong craft across interaction design, information architecture, usability, and visual design, with consistently high-quality execution.
• Experience with accessibility standards (WCAG).

Responsibilities

• 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.

Skills

Product design leadership

AI-powered features

Enterprise workflow design

Ownership of product

Cross-product collaboration

Product strategy

Engineering collaboration

In-house product company experience

Storytelling & presentations

Ambiguity navigation

UX/UI craft

WCAG accessibility

Job description

Clio is the global leader in legal AI technology, empowering legal professionals and law firms of every size to work smarter, faster, and more securely.

We are transforming the legal experience for all by bettering the lives of legal professionals while increasing access to justice.

Summary:

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.

About the role

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 user-centered design, mission-driven companies, and transforming how lawyers and their staff deliver exceptional client services, join us!

What you’ll do

• 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.

What you bring

• 12+ years of Product Design experience. B2B SaaS experience is preferred, but not required.
• Direct experience shipping AI-powered features or workflows, with a strong understanding of user-centered applications of machine learning and generative AI.
• Experience designing complex workflows or features for enterprise-type applications, on desktop and web rather than consumer or mobile.
• Demonstrated ownership of an entire product, not only features within one, including the ambiguity and strategic framing that comes with it.
• Experience with work that crosses product boundaries and spans multiple products or customer segments.
• Strong product thinking, with the ability to set direction where product direction is still forming.
• Extensive partnership with Engineering, including the ability to prototype quickly and iterate alongside them.
• Experience working in-house at a product company rather than in a consultancy or agency model, with deep understanding of a specific user group.
• Strong narrative and presentation skills, with a track record of pitching ideas and visions upward and winning buy-in.
• The ability to navigate ambiguity and hold a position amid divergent or incomplete direction.
• Strong craft across interaction design, information architecture, usability, and visual design, with consistently high-quality execution.
• Experience with accessibility standards (WCAG).

Nice to have

• Experience in the legal space, at a firm or at a legal technology company.
• Experience applying AI to document drafting in another document-heavy sector such as insurance or accounting.

This role is a backfill for an existing position.

What you will find here:

Compensation is one of the main components of Clio's Total Rewards Program. We have developed a series of programs and processes to ensure we are creating fair and competitive pay practices that form the foundation of our human and high-performing culture.

Some highlights of our Total Rewards program include:

• Competitive, equitable salary with top-tier health benefits, dental, and vision insurance

• Hybrid work environment, with expectation for local Clions (Vancouver, Calgary, Toronto, Dublin, London, New York City and Sydney) to be in office min. twice per week.

• Flexible time off policy, with an encouraged 20 days off per year.

• $2000 annual counseling benefit

• RRSP matching and RESP contribution

• Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years

The expected salary range for this role is $150,400 to $225,600 CAD. Initial placement within the range is informed by geographic region, experience, and skillset, with room to progress as impact and tenure grow. Final offer amounts will vary based on candidate profile.

Diversity, Inclusion, Belonging and Equity (DIBE) & Accessibility

Our team shows up as their authentic selves, and are united by our mission. We are dedicated to diversity, equity and inclusion. We pride ourselves in building and fostering an environment where our teams feel included, valued, and enabled to do the best work of their careers, wherever they choose to log in from. We believe that different perspectives, skills, backgrounds, and experiences result in higher-performing teams and better innovation. We are committed to equal employment and we encourage candidates from all backgrounds to apply.

Clio provides accessibility accommodations during the recruitment process. Should you require any accommodation, please let us know and we will work with you to meet your needs.

Learn more about our culture at clio.com/careers

We're a Human and High Performing AI company, meaning we use artificial intelligence to improve all of our operations. In recruitment, AI helps us streamline the process for greater efficiency. However, we've built our systems to ensure that a human always reviews AI-generated output, and we never make automated hiring decisions.

_ Disclaimer: We only communicate with candidates through official @clio.com email addresses.