Senior Manager, Product Design

Clio; Toronto; Hybrid; CAD 188,000 - 282,000; Full time

Benefits offered by this job

Hybrid work environment

Competitive salary and benefits

20 days off per year

Annual counseling benefit

Job summary

Clio, the global leader in legal AI technology, seeks a Senior Manager, Product Design to lead Fintech design across payments, billing, invoicing, and timekeeping. You will guide strategy, mentor a team of product designers, and partner with Product and Engineering to deliver high-quality, scalable experiences for solo practitioners to mid-market firms.

The role is open across North America (US/Canada excluding Quebec), with a Toronto preference and Anchor Days in-office at least twice per week.

Qualifications

• 10+ years of Product Design experience, including leadership of design teams.
• Experience designing fintech products such as payments, billing, or invoicing.
• Experience designing for complex B2B products, ideally small to mid-market clients.
• Strong UX craft and ability to lead vision and high-quality design.
• Understanding of AI product design, including human-in-the-loop systems.

Responsibilities

• Define and drive Fintech design strategy for payments, billing, invoicing, and timekeeping.
• Partner with Product and Engineering to create native, cohesive platform experiences.
• Lead and coach a team of product designers, hiring and growing talent.
• Collaborate with cross-functional leaders to define portfolio strategy and priorities.
• Develop deep domain understanding of how legal-finance workflows function for clients.

Skills

Product Design leadership

Fintech design

B2B / enterprise design

UX / interaction design

AI product design

Systems thinking

Figma / AI tools

Tools

Claude

Figma

Cursor

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 seeking a Senior Manager, Product Design to lead design for our Fintech team and join our growing Product Design team. This role is open to candidates across North America (US and Canada, excluding Quebec), with a preference for Toronto. 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. This role includes occasional travel, averaging around six trips per year.

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. They champion thoughtful, high-quality experiences as we transform how lawyers and their teams 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!

About the role

As a Senior Manager, Product Design, you'll lead the design team helping legal professionals get paid faster, across payments, billing and invoicing, and timekeeping. You'll lead product design strategy and team execution across this portfolio, from discovery and opportunity framing through launch and iteration, including bringing automation and AI into timekeeping. Reporting to our Product Design Director, you'll manage a team of 4-5 product designers and partner closely with Product and Engineering to set vision, drive alignment, raise the quality bar through coaching and critique, and grow the impact of the designers on your team.

Fintech looks at the money side of running a law firm: how firms track their time, bill for their work, and collect what they're owed. Our customers range from solo practitioners to mid-market firms, and for many of them, getting paid is one of the most time-consuming and stressful parts of practice. Design plays a central role in making these financial workflows faster, simpler, and more automated, so lawyers can spend less time chasing invoices and more time serving clients.

What you'll do

• Fintech Design Strategy: Define and drive the design vision for payments, billing and invoicing, and timekeeping, helping customers get paid faster and shaping how the portfolio expands.
• Platform Integration: Partner with design leads across Clio so time, billing, and payments feel native to the platform.
• Automation & AI: Guide your team in automating timekeeping and bringing AI into financial workflows, designing human-in-the-loop experiences that are trustworthy, transparent, and appropriately controlled.
• Team Leadership & Coaching: Lead and coach a team of product designers to deliver end-to-end experiences, from opportunity framing through execution, launch, and iteration. Hire and grow your team through feedback and career development, building both confidence and capability over time.
• Triad Partnership: Partner with Product and Engineering leaders across multiple product teams to define portfolio strategy, success metrics, and high-leverage priorities grounded in customer insight and business outcomes, surfacing trade-offs early and driving crisp decisions that keep teams moving.
• Customer & Domain Understanding: Build deep understanding of how solo to mid-market firms manage their finances, ensuring the team's work reflects real workflows, constraints, and the realities of legal practice.
• Quality & Consistency: Raise the quality bar by setting expectations, coaching craft, and reinforcing strong standards for usability, accessibility, and coherence across connected financial experiences.

What you bring

• 10+ years of Product Design experience, including 3+ years managing and developing other designers.
• Experience designing fintech products, such as payments, billing, or invoicing, with a strong understanding of how money moves for businesses.
• Experience designing for complex B2B products, ideally serving small to mid-market customers.
• Strong UX craft and bar-raising execution, including the ability to lead vision work, solve complex interaction problems, and model high-quality design.
• Strong understanding of AI product design, including guiding teams in human-in-the-loop AI experiences that are safe, trustworthy, and transparent.
• Systems thinking and a platform mindset, able to drive scalable experiences across customer segments and interconnected products.
• Fluency with modern design, prototyping, and AI tools (e.g., Claude, Figma, Cursor) and experience with accessibility standards (WCAG).

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 a Senior Manager, Product Design to lead design for our Fintech team and join our growing Product Design team. This role is open to candidates across North America (US and Canada, excluding Quebec), with a preference for Toronto. 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. This role includes occasional travel, averaging around six trips per year.

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. They champion thoughtful, high-quality experiences as we transform how lawyers and their teams 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!

About the role

As a Senior Manager, Product Design, you'll lead the design team helping legal professionals get paid faster, across payments, billing and invoicing, and timekeeping. You'll lead product design strategy and team execution across this portfolio, from discovery and opportunity framing through launch and iteration, including bringing automation and AI into timekeeping. Reporting to our Product Design Director, you'll manage a team of 4-5 product designers and partner closely with Product and Engineering to set vision, drive alignment, raise the quality bar through coaching and critique, and grow the impact of the designers on your team.

Fintech looks at the money side of running a law firm: how firms track their time, bill for their work, and collect what they're owed. Our customers range from solo practitioners to mid-market firms, and for many of them, getting paid is one of the most time-consuming and stressful parts of practice. Design plays a central role in making these financial workflows faster, simpler, and more automated, so lawyers can spend less time chasing invoices and more time serving clients.

What you'll do

• Fintech Design Strategy: Define and drive the design vision for payments, billing and invoicing, and timekeeping, helping customers get paid faster and shaping how the portfolio expands.
• Platform Integration: Partner with design leads across Clio so time, billing, and payments feel native to the platform.
• Automation & AI: Guide your team in automating timekeeping and bringing AI into financial workflows, designing human-in-the-loop experiences that are trustworthy, transparent, and appropriately controlled.
• Team Leadership & Coaching: Lead and coach a team of product designers to deliver end-to-end experiences, from opportunity framing through execution, launch, and iteration. Hire and grow your team through feedback and career development, building both confidence and capability over time.
• Triad Partnership: Partner with Product and Engineering leaders across multiple product teams to define portfolio strategy, success metrics, and high-leverage priorities grounded in customer insight and business outcomes, surfacing trade-offs early and driving crisp decisions that keep teams moving.
• Customer & Domain Understanding: Build deep understanding of how solo to mid-market firms manage their finances, ensuring the team's work reflects real workflows, constraints, and the realities of legal practice.
• Quality & Consistency: Raise the quality bar by setting expectations, coaching craft, and reinforcing strong standards for usability, accessibility, and coherence across connected financial experiences.

What you bring

• 10+ years of Product Design experience, including 3+ years managing and developing other designers.
• Experience designing fintech products, such as payments, billing, or invoicing, with a strong understanding of how money moves for businesses.
• Experience designing for complex B2B products, ideally serving small to mid-market customers.
• Strong UX craft and bar-raising execution, including the ability to lead vision work, solve complex interaction problems, and model high-quality design.
• Strong understanding of AI product design, including guiding teams in human-in-the-loop AI experiences that are safe, trustworthy, and transparent.
• Systems thinking and a platform mindset, able to drive scalable experiences across customer segments and interconnected products.
• Fluency with modern design, prototyping, and AI tools (e.g., Claude, Figma, Cursor) and experience with accessibility standards (WCAG).

#LI-Remote

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 $188,000 to $282,000 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.

In-house performance coach, Katie, helps Clions accelerate their career development.

At Clio, we’re creating a human and high performing culture. That means you’ll be encouraged and supported to do your best work. Find out what keeps us grounded. Learn more.

Designing products that have a profound impact on our customers and their clients.

Every day I am surrounded by a group that keeps me laughing, but also inspires me with their hard work and ingenuity. Everyone here goes out of their way to help each other learn and grow.