CareerPlan

Director, AI Strategy & Transformation

Chicago, IL, usRemoteFull-time$132k–$160k2026-11-03 → 2026-11-10
Remote

Core

Translate enterprise strategy into coordinated action by prioritizing AI transformation opportunities, mobilizing cross-functional teams, and aligning senior stakeholders to ensure critical initiatives maintain momentum.

Role type

Senior IC strategy director (AI transformation)

Builds

Strategic AI transformation portfolio and coordinated execution across enterprise teams

Domain

Consumer intelligence / Retail analytics / AI strategy

Deliverable

production ML models

Required skills

Strategic judgment, portfolio management, cross-functional leadership, executive communication, roadmap development, stakeholder alignment, ambiguity management, change management, partnership management, investment decision-making

Preferred skills

AI/digital transformation leadership, data and insights industry experience, product management experience, external partner management

Technologies

AI tools, advanced analytics platforms

Responsibilities

Shape and maintain a portfolio of strategic AI transformation initiatives; Evaluate opportunities, investments, dependencies, risks, and sequencing; Translate strategic priorities into clear roadmaps and decisions; Mobilize cross-functional teams around high-priority transformation opportunities; Build alignment among senior business, Product, and Technology leaders; Establish repeatable approaches for prioritizing and overseeing strategic initiatives; Lead relationships with technology and consulting partners.

Seniority

Director, hands-on IC with strategic influence