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Strategic AI transformation lead (Central)

Writer - Chicago, IL, United States - Hybrid - posted 2026-09-24

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Writer is an enterprise generative AI platform enabling Fortune 100 companies to build and deploy AI agents grounded in their own data. The company is valued at $1.9B and backed by leading investors including Premji Invest, Radical Ventures, and ICONIQ Growth. You will serve as a strategic AI transformation lead for Writer's most strategic Fortune 50-100 accounts, acting as a high-impact partner who moves beyond software implementation to help large organizations fundamentally rethink how they work. 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: - Managing a portfolio of strategic customers while leading ROI and value initiatives in partnership with customer success managers focused on adoption strategy - Acting as a strategic transformation partner for Fortune 50-100 customers by setting vision, defining the JTBD (Jobs to Be Done) framework with leadership teams, and driving AI adoption - Building and managing C-suite relationships as a trusted advisor to make AI a top priority for executives - Leading value realization and ROI delivery by conducting analysis through surveys and interviews to frame the P&L impact of AI adoption in business reviews - Orchestrating complex cross-functional programs across multiple stakeholders while managing customer teams, escalations, risk mitigation, and program updates - Proactively identifying and driving expansion opportunities by anticipating customer needs and working with sales on cross-sell and upsell initiatives - Scaling 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 role based out of the Chicago and Austin office 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 - 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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