AI Conversation Designer
Swoon
Senior Conversation Designer – AI Experiences
Location: Toronto, ON (Hybrid)
Contract: 6 months with potential to extend
Hourly Rates:
T4: 52 - 54
IC: 59 - 64
What You'll Do
- Design conversational experiences where language is the primary interface
- Create prompts, response frameworks, and reusable conversation patterns for AI interactions
- Define and evolve voice, tone, and behavioral guidelines for AI-generated content
- Establish content guardrails that manage risk, ambiguity, and regulated financial scenarios
- Translate complex investing and financial concepts into clear, actionable client experiences
- Partner closely with Product, Engineering, Data, Legal, and Compliance teams to ensure outputs are accurate, safe, and aligned
- Build scalable content systems, including taxonomies, patterns, and knowledge structures
- Participate in usability testing and evaluate AI response quality to continuously improve experiences
- Contribute to the end-to-end design of client journeys, including education, guidance, and core investing workflows
What You Bring
Required Qualifications
- 4+ years of experience in Content Design, UX Writing, or a related discipline
- Exceptional writing skills with a strong ability to simplify complexity and reduce ambiguity
- Experience working within Agile, cross-functional product teams
- Systems-thinking mindset with the ability to create scalable patterns and reusable frameworks
- Strong collaboration and stakeholder management skills across design, product, and technical teams
Nice to Have
- Experience designing conversational AI, chatbots, or system-driven content
- Background in financial services or other highly regulated industries
- Experience defining content quality metrics or evaluation frameworks
- Knowledge of accessibility best practices and WCAG standards
- Familiarity with prompt design and AI content governance
Why Join Us?
- Help shape the future of AI experiences within one of Canada's leading digital investing platforms
- Work on meaningful products used by thousands of clients
- Influence how AI communicates in a highly regulated, high-impact environment
- Collaborate with talented teams across Product, Design, Engineering, and Data
- Create scalable systems that will define the next generation of digital investing experiences
What Success Looks Like
- Clients experience clear, consistent, and trusted AI interactions
- AI-generated content minimizes risk and ambiguity while maintaining a human-centered experience
- Scalable content systems support multiple products and client journeys
- Strong partnerships and alignment across Product, Engineering, Legal, and Compliance
Vacancy posted 7 hours ago
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