Senior Manager, Legal Technology, Operations & AI Enablement in Winnipeg

We're transforming the grocery industry at Instacart, where we invite the world to share love through food because we believe everyone should have access to the food they love and more time to enjoy it together. We work to deliver an essential service that customers rely on to get their groceries and household goods, while also offering safe and flexible earnings opportunities to Instacart Personal Shoppers.

Instacart is a Flex First team. Our employees have the flexibility to choose where they do their best work—whether it’s from home, an office, or your favourite coffee shop—while staying connected and building community through regular in-person events.

The Legal department at Instacart is scaling rapidly across new business models, ad formats, and retail partnerships, and the systems and workflows that support it need to keep pace. This role exists to close that gap: to build the infrastructure, tooling, and team capabilities that make the legal function faster, smarter, and more accountable.

Twelve months from now, Instacart will have a modern contract lifecycle management system, a deployed AI enablement program with meaningful adoption, and a legal operations team with clear KPIs and the processes to sustain them. If you thrive at the intersection of law, operations, and technology, and want to build something that lasts, this role is for you.

What you'll cook up in your first year:

• A high-performing legal operations team is built and running, with clear direction, performance management, and the capacity to serve the full organization.
• An AI enablement program is live and adopted: AI-powered tools evaluated, deployed, and embedded into attorney workflows, with agentic automations reducing manual legal work and professionals upskilled across the team.
• Legal and business operations initiatives are executed and scaled, including Go-To-Market strategies, CPQ implementations and enhancements, and Ironclad workflows supporting new ad formats, retailer engagements, and other workstreams.
• Contract lifecycle management systems and cross-system integrations are continuously improved, with cohesive collaboration across procurement, accounting, HR, sales, deal desk, IT, and engineering, and operational savings generated from Oracle, Zip, Salesforce, and Workday integrations with CLM and P2P workflows.
• Outside counsel operations are running with clear accountability: billing guidelines enforced, e-billing systems managed, law firm evaluations complete, and spend reporting established.
• The team's knowledge management infrastructure is built and maintained, and KPI dashboards give leadership clear visibility into operational health.

The secret ingredients we're looking for:

Must-have pantry staples (Minimum Qualifications):

• 8+ years of experience in legal operations, strategy & operations, or a related field, with demonstrated ownership of a legal operations program and at least 3 years of direct people management experience.
• Demonstrated experience leading at least two end-to-end technology implementations with deep systems integrations (e.g., Ironclad, Zip, Salesforce, CPQ, Oracle, Workday, or comparable platforms), including hands-on experience owning AI tooling, evaluating vendors, deploying tools, and building or managing AI-assisted or agentic workflows.