Legal Operations & Automations Manager

Lightspeed; Toronto; Hybrid; CAD 90,000 - 105,000; Full time

Benefits offered by this job

Flexible paid time off

Remote work policies

Equity options

Pension contributions

Training opportunities

Health and wellness credit

Volunteer time off

MacBook purchase program

Enhanced parental leave

Job summary

Lightspeed is seeking a Legal Operations & Automations Manager to architect our legal tech stack, streamline processes, and drive AI-enabled automation across global operations. You will partner daily with legal counsel, IT, Sales, and RevOps to transform manual tasks into efficient, scalable workflows.

Ideal candidates have 2-5 years in legal operations or automation, a track record of building automations and integrations, and familiarity with AI tools.

Qualifications

• 2-5 years combined experience in legal operations, systems engineering, process improvement, systems implementation, or automation development.
• Proven track record of designing, building, and configuring workflow automations and integrations.
• Familiarity with modern AI tools, prompt engineering, and evaluating build vs. buy solutions.
• Excellent cross-functional communication and ability to translate technical capabilities to non-technical stakeholders.
• Strong analytical thinking and problem-solving skills.
• Ability to prioritise and manage competing demands in a fast-paced environment.
• Experience coaching and enabling colleagues and stakeholders.
• English as a working language is required for this global role.

Responsibilities

• Conduct observations and process-mapping of daily legal activities to identify automation opportunities.
• Prioritize automation initiatives based on business value, risk reduction, and time saved.
• Design and test end-to-end automated workflows for various legal processes using Spellbook, IronClad and Glean.
• Build intake forms, routed approvals, and automated document templates.
• Create reusable templates and automation libraries to standardize processes.
• Document processes clearly for maintainability and knowledge sharing.
• Develop prompt best practices and AI playbooks for non-technical users.
• Collaborate with lawyers, paralegals, and stakeholders to gather requirements and drive adoption.
• Monitor automation performance with KPIs and report ROI to leadership.
• Promote a culture of process-driven thinking and governance within the legal team.

Skills

Legal operations

Process improvement

Automation development

Workflow integrations

AI tools familiarity

Cross-functional communication

English fluency

Tools

Spellbook

IronClad

Glean

CoCounsel

Harvey

Job description

Hi there! Thanks for stopping by

Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!

The Legal Team propels Lightspeed’s success, empowering our global stakeholders by navigating challenges, turning risks into opportunities, providing commercially-minded solutions, and championing integrity.

We are looking for a Legal Operations & Automations Manager to act as the primary architect of our legal tech stack, internal processes, and AI/automation initiatives. In this role, you will partner daily with legal counsel, IT, Sales, and RevOps to transform manual, time-consuming tasks into streamlined, automated workflows.

Whether your background is in Legal Operations / Paralegal management with a passion for building workflows, or in General Operational Automations / Systems Engineering with an interest in applying low-code/AI solutions to legal operations, we want to hear from you!

What you’ll be doing:

• Conduct detailed observations and process-mapping of daily legal team activities to identify automation and efficiency opportunities.
• Prioritize automation initiatives based on business value, risk reduction, time saved, and stakeholder impact.
• Design and test end-to-end automated workflows for various legal workflows and review processes leveraging existing tools like Spellbook, IronClad and Glean.
• Build custom intake forms, conditionally routed approvals, and automated document generation templates.
• Create reusable templates and automation libraries to standardize processes and accelerate future projects.
• Document processes clearly so that automations are maintainable and team members can understand and build on your work.
• Develop prompt best practices and practical playbooks to help legal team members leverage AI effectively without needing technical expertise.
• Partner with lawyers, paralegals, and business stakeholders to gather requirements, validate solutions, and ensure adoption.
• Establish and monitor automation performance by tracking KPIs (e.g., cycle times, cost/time savings, error rates, adoption rates) to measure ROI and present insights to leadership.
• Drive a culture of process-driven thinking across the legal team and champion best practices in documentation and governance.

What you need to bring:

• 2-5 years combined experience in legal operations, systems engineering, process improvement, systems implementation, or automation development
• Proven track record of designing, building, and configuring (not just using) workflow automations and integrations
• Familiarity with modern AI tools, prompt engineering, and an eagerness to evaluate "build vs. buy" technology solutions
• Excellent cross-functional communication and ability to translate technical capabilities to non-technical legal/business stakeholders
• Strong analytical thinking and problem-solving skills
• Ability to prioritise and manage competing demands in a fast-paced environment
• Experience with coaching, teaching, and enabling colleagues and stakeholders
• As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position.

Even better if you have, but not necessary:

• Prior experience at a high-growth SaaS or technology company.
• Hands-on experience with legal tech tools such as Ironclad, Spellbook, Glean, CoCounsel, or Harvey.
• Background in data analytics, reporting dashboards, and/or CRM/ERP integrations (e.g., Salesforce).

You’ll enjoy:

• A flexible work environment that empowers you to do your best work
• A culture that celebrates performance
• The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard
• Career-defining opportunities

Plus benefits designed to keep you happy, healthy and fulfilled.

• Flexible paid time off and remote work policies
• Equity options, because this is your company too
• Contributions to your pension plan. Your future matters
• Training opportunities to grow your skills and career
• Health and wellness credit so you feel your best
• Time off to volunteer and give back to your community
• Interest groups, employee led networks, social committees to sponsored sports teams
• Computer purchase program to get your personal Macbook
• Enhanced parental leave to support growing families

Fuel your growth. Find your people.

At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you—all within a driven, diverse and inclusive team that’s passionate about empowering our communities

Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier-free workplace. Lightspeed welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.

At Lightspeed, we carefully consider a wide range of factors when determining compensation, including your skill set, qualifications, experience, and market data. These considerations can cause your compensation to vary. We reasonably expect the total compensation for this position to be in the range of $90,000 TO $105,000 CAD. Lightspeed also provides a variety of employee benefits including, but not limited to, medical, dental, wellness, life and disability insurance, RRSP plan and match, paid parental leave top-up, and paid time off.

Please note that this compensation information is solely for candidates hired to perform work within Ontario (update to BC if posted in Vancouver) and reflects the amount Lightspeed is willing to pay at the time of this posting. This role represents an existing vacancy at Lightspeed. Lightspeed uses artificial intelligence-enabled tools to support certain aspects of the recruitment process; all hiring decisions are made by our recruiting and hiring teams.

Lightspeed is building communities through commerce, and we need people from all backgrounds and lived experiences to do that. We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community. The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs.

Who we are:

Powering the businesses that are the backbone of the global economy, Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks.

Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD). With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries.

Lightspeed handles your information in accordance with our Applicant Privacy Statement.