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Senior AI transformation lead (Central)

Writer - Chicago, IL, USA - Hybrid - posted 2026-10-08

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Writer is an enterprise generative AI platform that helps Fortune 100 companies build and deploy AI agents grounded in their data. The company is valued at $1.9B and backed by leading investors including Premji Invest, Radical Ventures, and ICONIQ Growth. Writer has office hubs in San Francisco, New York City, Seattle, Austin, Chicago, and London. You will serve as a strategic AI transformation lead for Writer's most strategic Fortune 100 accounts. This role sits at the intersection of business strategy and cutting-edge technology, translating the Writer platform into measurable P&L impact and helping executives navigate the shift to an AI-first operating model. Key responsibilities include: - Manage a portfolio of Fortune 50-100 customers while leading ROI and value initiatives in partnership with customer success managers - Act as a strategic transformation partner by setting vision and defining the JTBD (Jobs to Be Done) framework with leadership teams to drive AI adoption - Build and manage C-suite relationships as a trusted advisor to make AI a top priority for executives - Lead value realization and ROI delivery by conducting analysis through surveys and interviews to frame the P&L impact of AI adoption in business reviews - Orchestrate complex cross-functional programs across multiple stakeholders while managing customer teams, escalations, risk mitigation, and program updates - Proactively identify and drive expansion opportunities by anticipating customer needs and working with sales on cross-sell and upsell initiatives - Scale transformation best practices by producing and "processifying" decks, frameworks, and communications for the wider team You will report to the Director of AI Transformation and Success. This is a hybrid position based out of the Chicago and Austin hubs. Requirements: - Over 10 years 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 with the ability to set vision, define frameworks, and translate capabilities to measurable outcomes and P&L impact - Exceptional executive presence and communication skills used to lead composed presentations to boards while proactively orchestrating cross-functional teams and resolving conflicts - A curious mindset and an active listening style that marks you as a genuine leader who people want to follow - A strong professional background in management consulting or strategy advisory which will help you navigate customers' complex business environments - An intrinsic motivation to do your best work while remaining deeply aligned with core values to Connect, Challenge, and Own

About Writer

AI / Data / Infrastructure; SaaS / Enterprise Software — enterprise generative AI platform for business teams.

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