Director, AI Solutions Strategy & Planning

Canada - Remote (ON, AB, BC, or NS Only) · Remote · CAD 234,000-247,000 / year · 8+ years experience · Full-time · Remote · Posted Oct 8, 2026

At a glance

Instacart is seeking a Director of AI Solutions Strategy & Planning to lead the end-to-end commercialization frameworks, pricing strategies, and go-to-market plans for an emerging portfolio of AI-driven retailer solutions.
This role sits at the intersection of enterprise strategy and frontier AI, working cross-functional leadership across Product, Sales, Marketing, Legal, and Customer Success to shape Instacart as a preferred technology partner for grocery retailers.

Define and execute a comprehensive GTM strategy for Instacart's AI-driven solutions spanning consumer experiences, ecommerce analytics, and enhanced retailer workflows.
Establish cross-functional alignment across Product, Sales, Marketing, Finance, and Legal, running governance forums and embedded transparent decision-making processes.
Launch pilot programs and experimentation frameworks that validate AI-powered products with retailer feedback based on measurable performance metrics.
Enable and equip sales teams with AI-specific strategies, enablement materials, and training programs to accelerate adoption and pipeline velocity.
Inform product and commercialization decisions through regular market intelligence and competitive analysis to keep AI solutions competitive and scalable.

8+ years of experience in strategy, product commercialization, or GTM planning, with a proven track record of defining and executing strategies for emerging offerings.
Experience developing GTM strategies for AI-powered products, retailer solutions, or enterprise technology platforms.
Deep understanding of AI technologies, with the ability to translate technical concepts into business value for diverse audiences.
Expertise in product positioning, pricing frameworks, and solution packaging.
Strong analytical capabilities, including experience with modeling, forecasting, and evaluating solution performance.
Exceptional cross-functional leadership skills with a track record of influencing stakeholders across Product, Sales, Marketing, Legal, and Finance.
Excellent written and verbal communication skills for simplifying complex concepts and presenting to internal and external audiences.
Strong quantitative skills to help inform opportunity sizing, impact assessment, pricing strategy, and financial outlook in partnership with peers.
Demonstrated ability to operate effectively in ambiguous and rapidly changing environments, with a focus on iterative learning and innovation.

Familiarity with conversational AI, ecommerce analytics, or retail technology applications.
Advanced knowledge of AI product monetization models, including subscription, usage-based, and value-based models.
MBA or advanced degree in business, technology, or a related field.

Role is remote with hiring currently limited to Ontario, Alberta, British Columbia, and Nova Scotia in Canada, as well as the United States.
Operates under a Flex First remote work policy allowing employees to choose where they work.