Remote Senior Manager, Legal Technology, Operations & AI Enablement

Bilinguallink; Central Ontario; Remote; CAD 149,000 - 157,000; Full time

Job summary

Instacart Canada is seeking a senior Legal Operations leader to align law, operations, and technology. You will shape a modern contract lifecycle system, drive an AI enablement program, and build a capable team with clear KPIs and processes to sustain them.

You will lead cross-functional initiatives across procurement, IT, finance, and business teams, implementing integrations with Oracle, Zip, Salesforce, and Workday while optimizing outside counsel spend and delivering measurable operational

Qualifications

• 8+ years of experience in legal operations, strategy & operations with people management experience.
• Experience leading at least two end-to-end technology implementations with deep systems integrations.
• Strong analytical and project management skills in a fast-paced environment.
• Excellent communication and stakeholder management across multiple teams.

Responsibilities

• Build and lead a high-performing legal operations team with clear direction and KPIs.
• Launch an AI-enabled program integrated into attorney workflows and tooling.
• Drive Go-To-Market initiatives, CPQ implementations, and CLM enhancements.
• Improve contract lifecycle management systems and cross-system integrations.
• Establish cost discipline for outside counsel and manage spend reporting.
• Develop knowledge management infrastructure and leadership dashboards.

Skills

Legal operations

AI tooling

Stakeholder management

Project management

Cross-functional collaboration

Tools

Ironclad

Zip

Salesforce

CPQ

Oracle

Workday

Job description

We're transforming the grocery industry

At Instacart, 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. Where others see a simple need for grocery delivery, we see exciting complexity and endless opportunity to serve the varied needs of our community. 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 has become a lifeline for millions of people, and we're building the team to help push our shopping cart forward. If you're ready to do the best work of your life, come join our table.

Instacart is a Flex First team

There's no one-size fits all approach to how we do our best work. Our employees have the flexibility to choose where they do their best work- whether it's from home, an office, or your favorite coffee shop- while staying connected and building community through regular in-person events. Learn more about our flexible approach to where we work.

Why this role is on the menu

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. Right now, legal operations, technology, and AI enablement are evolving in parallel without a single leader owning the strategy end-to-end. 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.
• Strong analytical and project management skills, with the ability to drive multiple complex initiatives simultaneously in a fast-paced, evolving environment.
• Excellent communication and stakeholder management skills, with direct experience collaborating across legal, policy, finance, IT, and business teams.

Optional garnishes (Preferred Qualifications)

• Experience working in a high-growth or recently public technology company with a complex, multi-jurisdictional operational footprint, including exposure to marketplace or platform businesses.
• Experience designing agentic or automated legal workflows, with a bias toward building solutions before defaulting to off-the-shelf tools.
• Familiarity with legal operations communities (e.g., CLOC) or equivalent professional development, and experience conducting vendor RFPs or law firm evaluations with a focus on outside counsel cost discipline.
• Demonstrated ability to lead change management efforts that drive organizational adoption of new technology and processes across a distributed legal function.

#LI-Remote

Instacart provides highly market-competitive compensation and benefits in each location where our employees work. This role is remote and the base pay range for a successful candidate is dependent on their permanent work location. Please review our Flex First remote work policy here. Currently, we are only hiring in the following provinces: Ontario, Alberta, British Columbia, and Nova Scotia.

Offers may vary based on many factors, such as candidate experience and skills required for the role. Additionally, this role is eligible for a new hire equity grant as well as annual refresh grants. Please read more about our benefits offerings here.

For Canadian based candidates, the base pay ranges for a successful candidate are listed below.

CAN

$149,000 - $157,000 CAD