Senior Strategy & Operations Associate in Toronto

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.

We are seeking a Senior Strategy & Operations Associate to join our Strategy & Operations team. This role is available to candidates in either Vancouver or Toronto. The team partners with leaders across Clio on corporate and business strategy, new opportunities, business performance, and the company’s operating rhythm. We bring analysis, an organization-wide perspective, and the ability to turn decisions into action.

As a Senior Strategy & Operations Associate, you will have the opportunity to help determine immediate and long-term business strategy, set OKRs, build business/investment cases, and support our business review rituals to measure business performance. The team also drives work within Clio’s AI Centre of Excellence (CoE) to identify opportunities, build and test AI-enabled workflows, and help teams adopt approaches that improve how work gets done.

What you’ll work on:

• Partner with teams through the AI CoE to understand recurring work, identify valuable opportunities for AI, and define the problem, desired outcome, and practical path to delivery.
• Design, prototype, and ship AI-enabled solutions, such as internal agents, research or analysis workflows, and process automations.
• Apply systems thinking: connect processes, data, tools, and decision points; work from first principles when the path is unclear; and translate a vision into sequenced steps.
• Test solutions with users, verify outputs, document limitations and safeguards, and make the work maintainable.
• Contribute to strategic projects such as market and expansion assessments, product and business strategy, investment cases, and performance analysis.
• Help leaders prepare for planning, OKRs, business reviews, and Board or executive discussions by turning evidence into clear insights, choices, and actions.

What experience you have:

• Evidence that you’ve built and delivered something others use, ideally an AI-enabled workflow, agent, automation, internal tool, or similar solution.
• Enough technical fluency to prototype and deliver directly, and to collaborate effectively with technical partners.
• Strong analytical and strategic judgment: you can structure ambiguous problems, work with business data, test assumptions, and make a clear recommendation.
• The ability to work across functions and domains, earn trust with stakeholders, and adapt a solution based on how people actually work.
• Clear writing and communication, with the ability to explain both a strategic recommendation and the workings and limits of a solution.

Your background may be in strategy and operations, product, consulting, solutions delivery, or another role that combines business judgment with hands-on building. Demonstrated impact through your career is more important than a particular career path.

Serious bonus points if you have:

• MBA
• Direct experience with an AI, SaaS or Legal tech company
• Experience taking an internal solution from prototype through adoption and handoff.

Compensation is one of the main components of Clio’s Total Rewards Program. Some highlights include:

• Competitive, equitable salary with top-tier health benefits, dental, and vision insurance.
• Hybrid work environment, with expectation for local Clions 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.

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.

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.