Enterprise AI adoption lead (Central)
The Rundown AI, Inc., Chicago, IL, United States
About WRITER
WRITER is where the world's leading enterprises orchestrate AI-powered work. Our vision is to expand human capacity through superintelligence. And we're proving it's possible – through powerful, trustworthy AI that unites IT and business teams together to unlock enterprise-wide transformation. With WRITER's end-to-end platform, hundreds of companies like Mars, Marriott, Uber, and Vanguard are building and deploying AI agents that are grounded in their company's data and fueled by WRITER's enterprise-grade LLMs. Valued at $1.9B and backed by industry-leading investors including Premji Invest, Radical Ventures, and ICONIQ Growth, WRITER is rapidly cementing its position as the leader in enterprise generative AI. Founded in 2020 with office hubs in San Francisco, New York City, Austin, Chicago, and London, our team thinks big and moves fast, and we're looking for smart, hardworking builders and scalers to join us on our journey to create a better future of work with AI. About the role
WRITER is looking for a customer success professional who will own deployment and activation success across a customer portfolio. You'll embed deeply into your customers' organizations, understand their business objectives, and build the programs, communities, and frameworks that turn AI investment into measurable outcomes. You'll partner closely with a Transformation lead to identify the right WRITER capabilities for each use case, then design and execute the strategies that drive meaningful adoption: building champion networks, running customized workshops, and advising customers on how to scale their AI programs over time. The ideal candidate brings a builder's mindset to customer success: you're not waiting for customers to engage, you're creating the conditions for it. This is a hybrid role based in our Chicago and Austin hubs. ♀️ What you'll do Own activation and platform success Deeply understand each customer's specific use cases, business objectives, and success metrics
Build and co-develop custom AI solutions with customers, translating their specific use cases into workflows that drive measurable business impact
Design and execute activation strategies that drive measurable platform adoption and business outcomes
Implement champion programs, office hours, usage dashboards, customized trainings, and workshops
Build champion communities Create advocate networks and champion communities within customer organizations
Establish power user communities that drive peer-to-peer learning
Train internal customer trainers to scale enablement
Design innovative customer experiences that deepen engagement
Lead educational workshops & live events Facilitate dynamic live and virtual training sessions tailored to diverse audiences
Partner with curriculum team while owning customization and delivery for your customers
Create memorable learning experiences that inspire action and drive adoption
Continuously improve & collaborate Refine materials based on customer feedback and adoption data
Work cross-functionally to understand evolving customer needs
Identify gaps and champion new training opportunities
Build deep relationships with customer stakeholders and executive sponsors
⭐️ What you need Customer success & activation expertise At least 5 years of proven track record owning activation success and driving measurable adoption outcomes
Deep experience understanding customer use cases: you discover, map, and leverage specific workflows and business objectives
Experience implementing activation strategies: champion programs, office hours, dashboards, and workshops
Success building advocate networks and power user communities
Ability to connect platform usage to business outcomes and articulate ROI
AI & technical proficiency Ability to scope, design, and deliver custom solutions and demos tailored to customer use cases, working hands‑on alongside business stakeholders
Comfortable understanding technical concepts and communicating them effectively to varied audiences
Ability to demonstrate use cases and articulate business value
Facilitation & education skills Expertise delivering virtual and live instructor‑led workshops
Skilled at tailoring content and delivery to diverse audiences based on their use cases
Ability to partner effectively with curriculum teams while owning customization and delivery
Collaboration & growth Excellence building relationships with stakeholders at all levels
Strong program management skills and natural advisor mindset
Thrive in fast‑paced environments; comfortable with experimentation
Self‑aware, feedback‑driven, and committed to continuous growth
Note
Travel Requirements: 25% domestic and international travel may be required. Benefits & perks (US Full‑time employees) Generous PTO, plus company holidays
Medical, dental, and vision coverage for you and your family
Paid parental leave for all parents (12 weeks)
Fertility and family planning support
Early‑detection cancer testing through Galleri
Flexible spending account and dependent FSA options
Health savings account for eligible plans with company contribution
Annual work‑life stipends for: Wellness stipend for gym, massage/chiropractor, personal training, etc.
Learning and development stipend
Company‑wide off‑sites and team off‑sites
Competitive compensation, company stock options and 401k
WRITER is an equal‑opportunity employer and is committed to diversity. We don't make hiring or employment decisions based on race, color, religion, creed, gender, national origin, age, disability, veteran status, marital status, pregnancy, sex, gender expression or identity, sexual orientation, citizenship, or any other basis protected by applicable local, state or federal law. Under the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.
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WRITER is where the world's leading enterprises orchestrate AI-powered work. Our vision is to expand human capacity through superintelligence. And we're proving it's possible – through powerful, trustworthy AI that unites IT and business teams together to unlock enterprise-wide transformation. With WRITER's end-to-end platform, hundreds of companies like Mars, Marriott, Uber, and Vanguard are building and deploying AI agents that are grounded in their company's data and fueled by WRITER's enterprise-grade LLMs. Valued at $1.9B and backed by industry-leading investors including Premji Invest, Radical Ventures, and ICONIQ Growth, WRITER is rapidly cementing its position as the leader in enterprise generative AI. Founded in 2020 with office hubs in San Francisco, New York City, Austin, Chicago, and London, our team thinks big and moves fast, and we're looking for smart, hardworking builders and scalers to join us on our journey to create a better future of work with AI. About the role
WRITER is looking for a customer success professional who will own deployment and activation success across a customer portfolio. You'll embed deeply into your customers' organizations, understand their business objectives, and build the programs, communities, and frameworks that turn AI investment into measurable outcomes. You'll partner closely with a Transformation lead to identify the right WRITER capabilities for each use case, then design and execute the strategies that drive meaningful adoption: building champion networks, running customized workshops, and advising customers on how to scale their AI programs over time. The ideal candidate brings a builder's mindset to customer success: you're not waiting for customers to engage, you're creating the conditions for it. This is a hybrid role based in our Chicago and Austin hubs. ♀️ What you'll do Own activation and platform success Deeply understand each customer's specific use cases, business objectives, and success metrics
Build and co-develop custom AI solutions with customers, translating their specific use cases into workflows that drive measurable business impact
Design and execute activation strategies that drive measurable platform adoption and business outcomes
Implement champion programs, office hours, usage dashboards, customized trainings, and workshops
Build champion communities Create advocate networks and champion communities within customer organizations
Establish power user communities that drive peer-to-peer learning
Train internal customer trainers to scale enablement
Design innovative customer experiences that deepen engagement
Lead educational workshops & live events Facilitate dynamic live and virtual training sessions tailored to diverse audiences
Partner with curriculum team while owning customization and delivery for your customers
Create memorable learning experiences that inspire action and drive adoption
Continuously improve & collaborate Refine materials based on customer feedback and adoption data
Work cross-functionally to understand evolving customer needs
Identify gaps and champion new training opportunities
Build deep relationships with customer stakeholders and executive sponsors
⭐️ What you need Customer success & activation expertise At least 5 years of proven track record owning activation success and driving measurable adoption outcomes
Deep experience understanding customer use cases: you discover, map, and leverage specific workflows and business objectives
Experience implementing activation strategies: champion programs, office hours, dashboards, and workshops
Success building advocate networks and power user communities
Ability to connect platform usage to business outcomes and articulate ROI
AI & technical proficiency Ability to scope, design, and deliver custom solutions and demos tailored to customer use cases, working hands‑on alongside business stakeholders
Comfortable understanding technical concepts and communicating them effectively to varied audiences
Ability to demonstrate use cases and articulate business value
Facilitation & education skills Expertise delivering virtual and live instructor‑led workshops
Skilled at tailoring content and delivery to diverse audiences based on their use cases
Ability to partner effectively with curriculum teams while owning customization and delivery
Collaboration & growth Excellence building relationships with stakeholders at all levels
Strong program management skills and natural advisor mindset
Thrive in fast‑paced environments; comfortable with experimentation
Self‑aware, feedback‑driven, and committed to continuous growth
Note
Travel Requirements: 25% domestic and international travel may be required. Benefits & perks (US Full‑time employees) Generous PTO, plus company holidays
Medical, dental, and vision coverage for you and your family
Paid parental leave for all parents (12 weeks)
Fertility and family planning support
Early‑detection cancer testing through Galleri
Flexible spending account and dependent FSA options
Health savings account for eligible plans with company contribution
Annual work‑life stipends for: Wellness stipend for gym, massage/chiropractor, personal training, etc.
Learning and development stipend
Company‑wide off‑sites and team off‑sites
Competitive compensation, company stock options and 401k
WRITER is an equal‑opportunity employer and is committed to diversity. We don't make hiring or employment decisions based on race, color, religion, creed, gender, national origin, age, disability, veteran status, marital status, pregnancy, sex, gender expression or identity, sexual orientation, citizenship, or any other basis protected by applicable local, state or federal law. Under the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.
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