Sr. AI Content Strategist

Summary

The Sr. AI Content Strategist leads the design and scaling of content systems that power onboarding experiences across traditional product surfaces and AI-driven interactions. This role sits at the intersection of content strategy, product design, and AI systems, owning frameworks, taxonomy, and structure to enable reusable, scalable, high-quality content. You will drive a large-scale onboarding migration and build the content foundation for AI-powered onboarding, defining how AI-generated content behaves, scales, and is evaluated. This is a hands-on, senior role that combines strategy, system design, and execution to enable product, design, and PM teams.

Responsibilities

Define content models, taxonomy, and modular frameworks for tagging, reuse, and scalability Lead content strategy for a large-scale onboarding migration (ServiceNow/Workday) Structure content for immediate usability and AI-readiness Develop prompt frameworks, templates, and variation patterns for AI onboarding experiences Define personalization logic and content behavior within AI systems Establish evaluation criteria and quality benchmarks for AI-generated content Direct and guide Content Designer(s) on execution and deliverables Create repeatable frameworks, patterns, and documentation for content systems Enable product, design, and PM teams to independently apply content systems Partner with Product, Design, Engineering, and Change Management teams to align messaging and rollout strategy Identify and prioritize new AI-driven content opportunities Requirements 5+ years of experience in content strategy with a product/UX focus Experience designing content systems, taxonomy, and structured content Hands-on experience with AI-generated content, including working with large language models, prompt design, and personalization Proven track record leading content migrations or large-scale system changes Strong stakeholder management and communication skills Comfortable operating across strategy and hands-on execution Experience defining evaluation criteria and quality benchmarks for generated content

Nice to Have

Experience with onboarding, activation, or lifecycle journeys Familiarity with ServiceNow or Workday ecosystems Experience partnering with change management or internal communications teams Engagement & Logistics Engagement Length: 12+ months. Time Zone: 8 AM to 5 PM - CT / flexible Equipment: BYOD (Bring Your Own Device) Selection Process Meeting with Resilient Co. team. First client interview with portfolio. client technical interview. Possibly a second client interview - Meet & Greet. \n \n