Director, UX UI

CARET•Toronto, ON

6d•Onsite

About The Position

CARET brings the latest in technology and automation to over 10,000 legal and accounting firms, empowering highly skilled professionals to refocus their expertise on what truly matters. CARET harnesses powerful and secure practice management, document automation, and payment processing to take firms, professionals, and their clients further. Our team-defined values guide how we show up for each other, for our partners, and for our customers: We succeed together. We embrace progress. We care big. We create space. Position Overview The Director of UX/UI will lead this evolution. You’ll inherit a nascent design foundation and build it into a high-impact, user-centered, strategically aligned function. This is a true player-coach role: you will define the design vision and strategy while also rolling up your sleeves to produce UX flows, prototypes, and polished UI. You will introduce clarity, process, and rigor; champion user research and insights; and build a culture where design is seen as essential, influential, and deeply integrated into product strategy.

Requirements

8+ years in UX/UI or Product Design (B2B SaaS required) with previous leadership experience.
Proven track record of leading design teams in fast-paced, agile environments.
A player-coach who excels in both strategy and hands-on design execution.
Experience elevating a nascent UX function into a strategic, influential capability.
A portfolio showcasing strong UX thinking, UI craft, and complex workflow design.
Strong systems thinker with experience building design systems.
Skilled in user research, usability testing, analytics, and insight synthesis.
Familiarity with AI UX patterns and designing AI-enhanced experiences.
Proven ability to influence cross-functional partners and raise the quality bar.
Hands-on proficiency with modern design tools (Figma required).

Responsibilities

Elevate Design Into a Strategic, High-Impact Function: Define the long-term design vision and translate it into a clear, actionable strategy and roadmap with visible incremental progress month over month.
Build a culture where UX/UI is a strategic partner across Product, Engineering, CS, and GTM.
Reset expectations around experience quality, process, and user-centered design.
Lead Design Strategy Across the Product Portfolio: Partner with Product leadership to influence roadmap decisions using user insights, experience principles, and holistic design thinking.
Own the end-to-end experience strategy across modules, ensuring coherence, clarity, and usability.
Establish design principles and patterns that scale across complex workflows.
Hands-On Design Execution: Personally design UX flows, wireframes, prototypes, and high-fidelity UI for major initiatives.
Collaborate closely with Product and Engineering to iterate quickly and ensure experience quality.
Champion accessibility, simplicity, and a consistent design system.
Build a Modern Design Process & Operating System: Introduce design rituals that elevate collaboration and design outcomes.
Mature and expand our design system and reusable component library.
Implement workflows that balance velocity with quality.
Own User Research & Insights: Lead a practical, actionable research approach that informs product decisions.
Identify research priorities and synthesize insights into clear recommendations.
Build lightweight measurement frameworks to track UX improvements.
Own Design Tools & Data-Driven Decision Making: Own and optimize design tools (e.g., Figma, Pendo).
Develop the strategy for leveraging behavioral data and insights to improve usability.
Ensure design decisions are grounded in evidence, not assumptions.
Integrate AI Thoughtfully Into the Experience: Identify opportunities to incorporate AI into workflows, automation, and decision support.
Partner with Product & Engineering to design intuitive and trustworthy AI-enabled experiences.
Bring awareness of emerging AI UX patterns into Caret’s product strategy.
Lead and Mentor the Design Team: Manage and develop designers, providing clear direction and coaching.
Foster a creative, high-performance culture.
Shape future team structure and hiring as the function grows.