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Associate Director, AI Content Strategy

Job in Toronto, Ontario, M5A, Canada
Listing for: Huge
Full Time position
Listed on 2026-02-28
Job specializations:
  • IT/Tech
    Digital Media / Production, Technical Writer, UI/UX Design, AI Engineer
Salary/Wage Range or Industry Benchmark: 125000 CAD Yearly CAD 125000.00 YEAR
Job Description & How to Apply Below
Location:

This position is remote within Canada.

At Huge, we see content as the cornerstone of building meaningful connections between brands and users. Our approach focuses on creating intelligent, user-centered content ecosystems that drive trust, credibility, and long-term value. Whether designing content that seamlessly integrates into the core digital experience or developing broader content marketing initiatives that resonate across diverse platforms, we prioritize relevance, impact, and engagement. Huge recognizes that in today’s landscape, content is more persuasive than advertising alone, and our work ensures our clients are positioned to meet user needs with clarity and purpose—at scale.

Huge is seeking an Associate Director of Content Strategy to lead complex, multidisciplinary initiatives that transform how content supports business goals and user needs. This is a senior strategic role for someone who can define a content vision, architect systems and governance models, and lead teams through implementation. You’ll be at the center of large-scale digital transformation projects—from designing content models and IA systems to future-proofing content ecosystems with AI and emerging technologies.

While your foundation is content strategy, you’re fluent in the capabilities AI can bring to the table—from structured content for personalization to conversational design and generative tools. You’ll help clients navigate where AI fits in the content ecosystem—and where it doesn’t—ensuring every solution is both practical and forward-looking.

This role is not editorial or copy management. Instead, it’s about turning complexity into clarity, and aligning content systems with both audience expectations and business objectives.

What you’ll be doing .

Define conversational flows, tone of voice, and user experiences for chatbots, virtual assistants, and other AI-powered interfaces.

Collaborate with UX and development teams to optimize Natural Language Processing (NLP) and AI conversational design.

Research and analyze content across multiple channels to identify patterns and issues

Lead workshops and interviews on content requirements and needs with mid- and senior-level clients

Collaboratively define strategic visions for businesses and brands, including the role of content in that vision

Identify, prioritize, and sell large-scale content opportunities at the project and product levels

Define a roadmap for how an organization can improve its content effectiveness and governance, including assessing organizational readiness

Lead content efforts through information architecture design, content modeling, and taxonomy definition

Identify migration strategies for content across products and partner with engineers and technologists to plan and implement content migration(s)

Collaborate with technologists, business analysis, and product managers on Huge and client teams to recommend appropriate content systems for projects. Make technical content recommendations to enable personalization and optimize internal search.

Consult internal teams and clients on content governance, including workflow definition, communications and socialization, decision frameworks, and platform training and coaching

Act as a subject matter expert for our internal team and a trusted advisor for day-to-day and senior clients

Work with clients and strategy colleagues to define publishing and governance models for the enterprise

What we’d like to see.

8+ years leading content strategy, digital strategy, or a related field, with significant experience in an agency, consulting, or client services environment.

Deep expertise in content architecture, metadata strategy, IA, and CMS/content delivery platforms

Experience designing and operationalizing large-scale content systems that enable reuse, localization, and governance

Experience with AI-driven content applications (e.g., conversational design, personalization engines, GenAI content experiences) and ability to assess their value in a broader strategy

Fluency in the nuances of deterministic vs. generative AI, and how structured content supports emerging technologies

Strong capabilities in technical…
Position Requirements
10+ Years work experience
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