Legal Operations and Automation Manager

Lightspeed Commerce; Montreal (administrative region); Hybrid; CAD 110,000 - 150,000; 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

Employee networks

Job summary

Lightspeed Commerce in Montreal is seeking a Legal Operations & Automations Manager to architect our legal tech stack, design end-to-end automated workflows, and partner with legal, IT, Sales, and RevOps to reduce manual tasks.

If you have 2–5 years in legal operations or automation, experience building workflow automations and integrations, and comfort with AI tools, you’ll thrive in a fast-paced, collaborative environment with global impact.

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 and prompt engineering, with an eagerness to evaluate build versus buy solutions.
• Excellent cross-functional communication and ability to translate technical capabilities to non-technical stakeholders.

Responsibilities

• Conduct observations and map processes to identify automation opportunities.
• Prioritize automation initiatives based on value, risk, time saved, and impact.
• Design and test end-to-end automated workflows using tools like Spellbook, IronClad and Glean.
• Build intake forms, routed approvals, and automated document templates.

Skills

Legal operations

Systems engineering

Process improvement

Automation development

Workflow automations

Integrations

AI tools

Prompt engineering

Cross-functional communication

Analytical thinking

Prioritisation

Coaching

Tools

Spellbook

IronClad

Glean

CoCounsel

Harvey

Salesforce

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.

Where to from here?

Obviously, this has to be mutually beneficial: we want you to step into a role you love, and we want to offer you a place you’re proud to come to every day. For a glimpse into our world check out our career page here.

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.

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