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Lightspeed Commerce

Global SMB POS and payment platform

Legal Operations & Automations Manager

Business OperationsConfirmed live in the last 24 hours
Full-timeToronto, ON, CanadaHybrid

About the Job

Requirements

  • Have 2–5 years of combined experience in legal operations, systems engineering, process improvement, systems implementation, or automation development.
  • Have a proven track record of designing, building, and configuring workflow automations and integrations, not just using them.
  • Be familiar with modern AI tools and prompt engineering, and be eager to evaluate build-versus-buy technology solutions.
  • Be able to translate technical capabilities to non-technical legal and business stakeholders through cross-functional communication.
  • Have analytical thinking and problem-solving skills.
  • Be able to prioritize and manage competing demands in a fast-paced environment.
  • Have experience coaching, teaching, and enabling colleagues and stakeholders.
  • Be fluent in English as a working language.
  • Be able to work cross-functionally with legal counsel, IT, Sales, and Revenue Operations to transform manual tasks into automated workflows.

Responsibilities

  • Observe and map daily legal team activities in detail 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 legal workflows and review processes using tools such as 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 automations are maintainable and team members can understand and build on the work.
  • Develop prompt best practices and practical playbooks to help legal team members use AI effectively without technical expertise.
  • Partner with lawyers, paralegals, and business stakeholders to gather requirements, validate solutions, and ensure adoption.
  • Establish and monitor automation performance by tracking cycle times, cost and time savings, error rates, and adoption rates; measure return on investment and present insights to leadership.
  • Drive process-driven thinking across the legal team and champion documentation and governance best practices.

Desired Qualifications

  • Prior experience at a high-growth SaaS or technology company.
  • Hands-on experience with legal technology tools such as Ironclad, Spellbook, Glean, CoCounsel, or Harvey.
  • Background in data analytics, reporting dashboards, and/or customer relationship management or enterprise resource planning integrations, such as Salesforce.

About the Company

Lightspeed Commerce

Global SMB POS and payment platform

Lightspeed Commerce provides software for small and medium-sized retailers and restaurants, offering POS, payments, inventory, and customer engagement tools delivered as cloud-based software on a subscription. It combines hardware with cloud software so sales can be processed, stock tracked, and data analyzed across online and physical channels, with data syncing across locations. The company differentiates itself by focusing on SMBs with a broad, integrated suite tailored for retail and hospitality and by its global reach and scalable subscription model. Its goal is to help small businesses streamline operations, improve customer experiences, and drive growth to transform global commerce.

Company size
1,001-5,000
Company stage
IPO
Headquarters
Montreal, Canada
Founded
2005

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