Director, AI Solutions Strategy & Planning in Winnipeg

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

Instacart is building a new, distinctive pillar of the Instacart Platform — an emerging portfolio of AI-driven retailer solutions. The opportunity is real, but translating it into scalable commercialization frameworks, pricing strategies, and GTM plans requires specialized expertise and a dedicated strategy and planning leader. We're hiring a Director of AI Solutions Strategy & Planning to lead that work end-to-end.

This role sits at the intersection of enterprise strategy and frontier AI, working cross-functionally with Product, Sales, Marketing, Legal, and Customer Success to shape how Instacart becomes the preferred technology partner for grocery retailers.

What you'll cook up in your first year:

• A comprehensive GTM strategy for Instacart's AI-driven solutions is defined and in motion, spanning consumer experiences, ecommerce analytics, and enhanced retailer workflows.
• Cross-functional alignment across Product, Sales, Marketing, Finance, and Legal is established, with governance forums running smoothly.
• Pilot programs and experimentation frameworks are launched and producing real impact, validating AI-powered products with real retailer feedback.
• Sales teams are enabled and equipped with AI-specific strategies, enablement materials, and training programs.
• Market intelligence and competitive analysis are regularly informing product and commercialization decisions.

The secret ingredients we're looking for:

Must-have pantry staples (Minimum Qualifications):

• 8+ years of experience in strategy, product commercialization, or GTM planning.
• Experience developing GTM strategies for AI-powered products or enterprise technology platforms.
• Deep understanding of AI technologies and the ability to translate technical concepts into business value.
• Expertise in product positioning, pricing frameworks, and solution packaging.
• Strong analytical capabilities, including experience with modeling and evaluating solution performance.
• Exceptional cross-functional leadership skills.
• Excellent written and verbal communication skills.
• Strong quantitative skills to inform opportunity sizing and pricing strategy.
• Demonstrated ability to operate effectively in ambiguous environments.

Optional garnishes (Preferred Qualifications):

• Familiarity with conversational AI, ecommerce analytics, or retail technology applications.
• Advanced knowledge of AI product monetization models.
• MBA or advanced degree in business, technology, or a related field.

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. Currently, we are only hiring in Ontario, Alberta, British Columbia, and Nova Scotia.