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Director, AI Solutions Strategy & Planning

AI Summary
Instacart is seeking a senior strategy leader to build the go-to-market foundation for an emerging portfolio of AI-driven retailer solutions. The Director will define positioning, pricing, packaging, retailer onboarding playbooks, pilot frameworks, and sales enablement for AI products. This role partners closely with Product, Sales, Marketing, Finance, Legal, and Customer Success to turn technical AI capabilities into scalable commercial offerings. Success requires substantial experience in enterprise commercialization, AI product strategy, quantitative modeling, and executive-level stakeholder alignment.
Remote from
USA
Salary
USD 206k–261,500 / yr
Employment
Full Time
Experience
Director
Published
Apply before
9 Dec 2026
Listing views
27
Application actions
1
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Opportunity details

About this role.

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

Instacart is building a new, distinctive pillar of the Instacart Platform — an emerging portfolio of AI-driven retailer solutions — and the go-to-market infrastructure to scale it is being built right now. 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 — with clear positioning, pricing frameworks, and retailer onboarding playbooks in place.
  • Cross-functional alignment across Product, Sales, Marketing, Finance, and Legal is established, with governance forums running smoothly and transparent decision-making processes embedded across GTM and product teams.
  • Pilot programs and experimentation frameworks are launched and producing real impact — validating AI-powered products with real retailer feedback and iterating based on measurable performance metrics.
  • Sales teams are enabled and equipped with AI-specific strategies, enablement materials, and training programs that accelerate adoption and pipeline velocity.
  • Market intelligence and competitive analysis are regularly informing product and commercialization decisions, keeping Instacart’s AI solutions competitive, scalable, and aligned with evolving retailer needs.

The secret ingredients we’re looking for

Must-have pantry staples (Minimum Qualifications)

  • 8+ years of experience in strategy, product commercialization, or GTM planning, with a proven track record of defining and executing strategies for emerging offerings and driving measurable market impact.
  • 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 cross-functional peers.
  • Demonstrated ability to operate effectively in ambiguous and rapidly changing environments, with a focus on iterative learning and innovation.

Optional garnishes (Preferred Qualifications)

  • 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.

#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.

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

CA, NY, CT, NJ

$248,000—$261,500 USD

WA

$238,000—$251,000 USD

OR, DE, ME, MA, MD, NH, RI, VT, DC, PA, VA, CO, TX, IL, HI

$227,000—$239,500 USD

All other states

$206,000—$217,500 USD

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a high-impact director role creating commercialization strategy for a new AI business pillar amid ambiguity and rapid market evolution. It requires independent judgment, sophisticated financial and GTM analysis, and influence across numerous senior cross-functional stakeholders.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$233,750
US market range (per year)$210k–$290k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a US base-pay range of $206,000–$261,500 USD, varying by the candidate's permanent work location. The yearly period is inferred from the scale of the disclosed base pay for a senior full-time US director role; the posting does not explicitly state an annual cadence. A reasonable estimated US market range for comparable AI commercialization and strategy director roles is $210,000–$290,000 USD per year, excluding equity and other benefits.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you create a go-to-market strategy for a new AI-powered retailer solution with limited market validation?

I would start by defining target retailer segments, their highest-value workflows, and the specific outcomes the solution can improve. I would validate assumptions through customer discovery and structured pilots, then use adoption, retention, operational-impact, and willingness-to-pay data to refine positioning, packaging, pricing, and the rollout plan.

How do you translate complex AI capabilities into compelling value propositions for non-technical retail executives?

I frame the technology around measurable business outcomes such as improved conversion, lower operational effort, faster merchandising decisions, or better shopper experiences. I avoid technical jargon unless it supports credibility, use relevant customer workflows and proof points, and tailor the message to each stakeholder’s strategic and financial priorities.

Describe your approach to pricing an AI product that could support subscription, usage-based, and value-based models.

I would assess customer value creation, implementation costs, usage patterns, competitive alternatives, and procurement preferences. I would test several packaging and pricing hypotheses with target customers, establish clear value metrics and guardrails, and select a model that balances adoption simplicity, predictable revenue, and upside tied to realized customer value.

How would you align Product, Sales, Marketing, Finance, and Legal around an evolving commercialization plan?

I would establish a common decision framework, named owners, recurring governance meetings, and a transparent roadmap of assumptions, risks, and milestones. Each function would have clear inputs and decision rights, while shared metrics would ensure that product readiness, customer demand, financial viability, and legal requirements are addressed together.

Which metrics would you use to assess whether an AI solution pilot should scale?

I would combine customer outcome metrics, product adoption signals, commercial indicators, and operational feasibility. Typical measures include active usage, workflow completion, customer satisfaction, measurable business impact, implementation time, support burden, conversion to paid deployment, retention intent, and unit economics.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
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