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Clio

Senior Strategy & Operations Associate

Toronto, ON, Canada
Vancouver, BC, Canada
Calgary, AB, Canada

Full-time

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Job details

Job type: Full-time
Posting language: English
Posted: Oct 9, 2026

Original 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:

Summary

Clio is the global leader in legal AI, with more than US$500M in ARR. We build AI for legal professionals every day. This role makes sure Clio runs on it too. You'll sit in Strategy & Operations, partner with our AI Centre of Excellence, and do two things most roles keep separate: shape the corporate strategy, and build the agents and automations that deliver it. You'll find the highest-value work, build the first version yourself, and stay with it until teams actually use it.

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

Strategy & Operations 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. As a Senior Associate, you will help the team move from the big picture to a working solution: engaging teams cross functionally to understand a problem, set a clear direction, measure impact, define prototypes, and iterate on them. You will be supported with the most advanced AI models and tech stack, and work directly with the C-suite on driving org wide business transformation.

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.
Go beyond applying AI to your own productivity by designing, prototyping, and shipping AI-enabled solutions, such as internal agents, research or analysis workflows, and process automations, that others can use.
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 so it can be adopted and improved beyond an initial pilot.
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. We’re interested in the problem you solved, your role in building it, how you tested it, and what happened after launch.
Enough technical fluency to prototype and deliver directly, and to collaborate effectively with technical partners when a solution needs deeper engineering or integration.
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.
Sound judgment about accuracy, confidential information, responsible AI use, and where human review remains necessary.
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.

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 $113,900 to $154,100 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.

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More about this job

Responsibilities

The Senior Strategy & Operations Associate will shape corporate strategy and build AI-enabled agents and automations to improve business workflows. They will partner with the AI Centre of Excellence to identify high-value opportunities and drive organizational transformation through data-driven insights.

Requirements

Candidates should have a proven track record of building and delivering AI-enabled solutions or internal tools that drive business impact. Strong analytical skills, strategic judgment, and the ability to communicate complex technical solutions to cross-functional stakeholders are essential.

Skills

Strategy
Operations
AI technology
Business strategy
Corporate strategy
Data analysis
Systems thinking
Process automation
Project management
Stakeholder management
OKRs
Business performance
Technical fluency
Prototyping
Strategic planning

Benefits

Health insurance
Dental insurance
Vision insurance
Hybrid work environment
Flexible time off
Counseling benefit
RRSP matching
RESP contribution
Clioversary recognition program

Visa sponsorship

Not detected in the job text

Keywords

Strategy
Operations
AI
Legal tech
SaaS
Automation
Business intelligence
OKRs
Corporate strategy
Systems thinking
Data analysis
Prototyping
Workflow optimization
Stakeholder management
Business transformation
Investment cases
Market expansion
Performance analysis
Artificial intelligence
Tech stack
MBA

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