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Strategic AI transformation lead (Central)

Job Overview

Location

Chicago, IL

Job Type

Full-time

Category

HR & Recruiting

Date Posted

March 28, 2026

Full Job Description

đź“‹ Description

  • • Strategic AI transformation lead responsible for driving enterprise-wide AI adoption and measurable business impact for Fortune 50-100 clients, serving as a trusted advisor to C-suite executives and shaping how the world’s largest organizations leverage superintelligence to expand human capacity.
  • • Day-to-day responsibilities include managing a portfolio of strategic accounts while leading ROI and value initiatives in partnership with customer success managers; acting as a strategic transformation partner by setting vision and defining JTBD frameworks with leadership teams; building and maintaining C-suite relationships as a trusted advisor to prioritize AI initiatives; leading value realization through surveys, interviews, and business reviews to quantify P&L impact of AI adoption; orchestrating cross-functional programs across stakeholders, managing escalations, risk mitigation, and program updates; identifying expansion opportunities by anticipating customer needs and collaborating with sales on cross-sell and upsell; and scaling transformation best practices by developing reusable decks, frameworks, and communications for team-wide adoption.
  • • WRITER is a $1.9B-valued enterprise generative AI leader backed by Premji Invest, Radical Ventures, and ICONIQ Growth, with office hubs in San Francisco, New York City, Austin, Chicago, and London, uniting IT and business teams through trustworthy AI platforms used by Mars, Marriott, Uber, and Vanguard to deploy grounded AI agents fueled by enterprise-grade LLMs.
  • • The role offers the opportunity to build the playbook for enterprise AI transformation, directly influence WRITER’s product roadmap, and help define how global brands use superintelligence to drive full-scale value realization beyond experimentation, reporting to the director of AI transformation and success in a hybrid Chicago/Austin-based position.

🎯 Requirements

  • • Over 10 years of experience in strategic account management or transformation consulting for Fortune 50-100 companies with a proven track record of building C-suite relationships and leading large-scale transformations.
  • • Mastery of change management and strategic thinking, including the ability to set vision, define frameworks, and translate technical capabilities into measurable business outcomes and P&L impact.
  • • Exceptional executive presence and communication skills, enabling composed presentations to boards and effective leadership of cross-functional teams while resolving conflicts and driving alignment.

🏖️ Benefits

  • • Generous PTO plus company holidays, medical/dental/vision coverage for employees and families, and paid parental leave (12 weeks) for all parents.
  • • Fertility and family planning support, early-detection cancer testing via Galleri, and access to FSAs, HSAs with company contributions, and annual stipends for wellness and learning/development.
  • • Company-wide and team off-sites, competitive compensation, stock options, and 401(k) plan participation.

Skills & Technologies

Senior
Hybrid
Degree Required

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About Writer Inc.

Writer Inc. provides an enterprise-grade generative AI platform for creating, editing and governing business content. The system embeds into workflows to generate marketing copy, documentation, emails and other text while enforcing brand, style and compliance rules. It includes a language model, style guides, snippets, terminology management and analytics, all designed to maintain consistency across teams. Clients use Writer to accelerate content production, reduce revisions and ensure regulatory adherence without sacrificing human oversight.

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