Conversational designer (AI Assisted Content)

CONVERSATIONAL DESIGNER (AI) Enterprise Bank 6 month +extensions to 2 years 2-3x/week Downtown Toronto RATE: 55- 60/hr incorporated • 4-6 Years of experience • Conversational design experience (chat bots, conversational flows, AI-assisted content experiences) • Understanding of content systems • Can come from content design or technical writing background Required Skills & Experience • 4–6+ years of experience in Content Design / UX Writing • Experience designing conversational, system-driven, or AI-assisted content experiences • Strong ability to reduce ambiguity and risk through precise, structured language • Experience working in Agile teams, specifically with product, engineering, and technical stakeholders • Strong understanding of content systems (patterns, reuse, scalability) vs. one-off UI writing • Proficiency in Figma and working within design systems • Strong collaboration skills with cross-functional stakeholders and ability to adapt to different working styles Strong communicator; dependable and proactive in driving clarity around user needs, business objectives, and content behavior Nice to Have Skills & Experience • Experience designing for Conversational AI (chatbots, virtual assistants, prompt/response design) • Experience building content frameworks, taxonomies, or reusable conversation patterns • Financial services or regulated environment experience • Journey mapping experience, specifically for end-to-end conversational or AI-driven journeys • Previous technical writing experience • Experience defining content guardrails, evaluation criteria, or quality frameworks • Wealth product experience (trading platforms, InvestorLine, etc.) Job Description We are seeking a Content Designer to support AI-driven experiences for a Big 5 banking client. This role goes beyond traditional UX writing and focuses on shaping how AI-powered products behave, respond, and guide users through language. You will partner closely with product, design, engineering, data, and compliance teams to deliver clear, consistent, and low-risk conversational experiences within a regulated financial environment. The ideal candidate is highly collaborative, systems-oriented, and comfortable working in ambiguity. Responsibilities • Design and deliver conversational experiences where language acts as the primary interface (e.g., chatbot / AI assistant interactions) • Create structured response patterns, prompts, and reusable conversation frameworks to support scalable AI behavior • Define and evolve voice, tone, and behavioral guidelines for AI-driven interactions • Build and apply content guardrails to manage risk, ambiguity, and compliance in regulated financial scenarios • Collaborate with product, engineering, data, and legal teams to ensure safe, accurate, and aligned AI outputs • Translate complex financial concepts into clear, actionable, client-facing language • Write and structure content across experiences, including AI responses, UI copy, onboarding flows, and help content • Apply content design principles and plain language standards, ensuring alignment with WCAG accessibility guidelines • Contribute to content systems, including patterns, taxonomy, and knowledge structures for reuse across multiple journeys • Partner with UX Research to test and validate conversational experiences and iterate based on insights • Participate in Agile ceremonies, design sprints, and ideation sessions to ensure content is integrated early in the design process • Maintain and evolve content within design systems (e.g., Figma, Zeroheight), ensuring consistency across platforms • Support content governance, including version control, stakeholder alignment, and backlog prioritization • Track and evaluate content performance, including quality and effectiveness of AI-generated responses • Advocate for content design best practices and responsible AI principles (clarity, transparency, user trust)

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