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.

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