Staff Product Designer, Drafting

Clio - Cloud-Based Legal Technology

. Own design for playbook automations in Clio Work from vision and ideation through prototyping, testing, and polished production .

Posted 10/22/2026full-timeToronto • CanadaLead💰 CA$150,400 - CA$225,600 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in Product Design with a focus on AI-powered workflows and user-centered applications. Proven ability to lead product direction, collaborate with engineering teams, and deliver cohesive experiences across complex platforms.

Highest-signal resume keywords

12+ Years Of Product Design ExperienceAI-Powered Features DesignUser-Centered Applications Of Machine LearningStrong Narrative And Presentation SkillsExperience With Accessibility Standards (WCAG)

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Interaction DesignInformation ArchitectureUsabilityVisual DesignPrototypingComplex Workflow DesignProduct ThinkingDesign System EvolutionAI Workflow AutomationEnterprise Application Design

Soft Skills

StorytellingDecision FramingCollaborationNavigating AmbiguityConstructive Critique

Industry Keywords

B2B SaaSLegal SpaceDocument DraftingMachine LearningGenerative AI

About the role

Key responsibilities & impact

Own design for playbook automations in Clio Work from vision and ideation through prototyping, testing, and polished production
Design AI-powered workflows with appropriate trust, explainability, automation, and control
Partner continuously with Engineering and prototype alongside evolving AI capabilities
Set product direction, frame opportunities, and shape strategy with Product and Engineering
Design experiences spanning product boundaries across Clio Work and the wider Clio platform
Deliver polished, accessible, cohesive experiences across a complex surface area
Pitch ideas and visions, build buy-in through storytelling and decision framing
Evolve Clio’s design system and improve consistency
Raise quality through constructive critique and partnership with junior designers
Partner with the drafting team’s design lead as a hands-on individual contributor

Requirements

What you’ll need

12+ years of Product Design experience
Direct experience shipping AI-powered features or workflows
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
Demonstrated ownership of an entire product
Experience with work crossing product boundaries and multiple products or customer segments
Strong product thinking and ability to set direction
Extensive partnership with Engineering, including rapid prototyping and iteration
In-house product company experience rather than consultancy or agency experience
Deep understanding of a specific user group
Strong narrative and presentation skills with a track record of pitching ideas and winning buy-in
Ability to navigate ambiguity and hold a position amid divergent or incomplete direction
Strong craft across interaction design, information architecture, usability, and visual design
Experience with accessibility standards (WCAG)
B2B SaaS experience preferred, but not required
Experience in the legal space is nice to have
Experience applying AI to document drafting in insurance, accounting, or another document-heavy sector is nice to have

Benefits

Comp & perks

Competitive, equitable salary
Top-tier health benefits
Dental insurance
Vision insurance
Hybrid work environment
Flexible time off policy, with an encouraged 20 days off per year
$2000 annual counseling benefit
RRSP matching
RESP contribution
Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years
Accessibility accommodations during the recruitment process