Observe AIAI Agent Experience Designer
Observe AI is hiring an AI Agent Experience Designer. It pays CAD 85k-CAD 120k a year and Level rates it ; you can apply on Observe AI.
Level's read on this job
- Level rates this role Works on AI ●●●○: the daily work is on AI products, without building the model.
- The posting mentions Voice AI, Chat AI and AI agents among its tools and skills.
- Level classes it as a senior role.
- Observe AI has 8 other open roles on Level.
AI in this role
Design and optimize conversational flows, guardrails, and experiences for enterprise AI voice and chat agents.
Hiring in Toronto Canada Only
About Us
Observe.AI is the AI Agents platform for customer experience, designed to help organizations deliver faster, smarter, and more efficient customer service at scale. The platform enables businesses to deploy specialized AI Agents that autonomously execute work across the full CX lifecycle—from handling customer conversations to supporting frontline teams and optimizing operations.
Each AI Agent is purpose-built for a specific role, equipped to understand context, make decisions, take action, and continuously improve outcomes. This allows organizations to increase resolution speed, elevate service quality, and reduce operational costs while empowering your frontline team to focus on higher-value work.
Built on a CX-native foundation, Observe.AI helps leading brands like DoorDash, Affordable Care, Signify Health, and Verida improve customer satisfaction, boost agent productivity, and deliver consistent, scalable performance across every customer interaction.
Why Join Us
We’re looking for an AI Agent Experience Designer to design, co-build, and optimize human - AI collaboration patterns that make AI agents both practical and transformative.
You’ll own the end-to-end agent experience: gathering requirements, blueprinting conversational flows, defining usability guardrails, and ensuring post-launch performance meets business outcomes. This role sits at the intersection of design, product, and AI engineering, shaping how real customers interact with Voice & Chat AI agents across industries.
What You’ll Be Doing
Strategic Planning & Discovery
- Lead customer workshops to uncover high-impact automation opportunities.
- Analyze operations and conversations to identify where VoiceAI can create the most value.
- Partner with customers to define success metrics and ROI targets.
- Translate insights into agent personas, usability guidelines, conversation samples, and error-handling strategies.
Agent Experience Design & Optimization
- Map and document conversational journeys that reflect customer expectations and real-world use cases.
- Design usability-driven blueprints that surface corner cases, exception handling, and escalation paths.
- Configure experience requirements in collaboration with AI Agent Engineers and Engagement Managers.
- Use analytics, transcripts, and customer feedback to continuously refine and optimize agent experience.
Customer Success & Implementation
- Guide customers through the experience-design lifecycle - from concept to post-launch optimization.
- Train customer teams on best practices for managing VoiceAI usability and conversation design.
- Monitor live agent performance, track outcomes, and recommend improvements.
- Collaborate with Product and Engineering teams to influence platform features and standards.
- Document reusable design frameworks and share best practices across accounts.
What You’ll Bring To The Role
- 3+ years of experience designing conversational systems (IVRs, chatbots, assistants) or human - AI interaction frameworks.
- Conversational AI Expertise: Ability to design natural, usable dialogue and flow across industries.
- Human Computer Interaction (HCI): Strong grounding in HCI principles, with the ability to design seamless human - AI workflows.
- Communication & Facilitation: Skilled at running workshops, presenting designs to executives, and aligning diverse stakeholders.
Why You’ll Love It Here
- Competitive compensation including equity
- Private Health Insurance. The coverage includes prescription drugs, dental care, vision care, paramedical services, mental health benefits, and bundled life insurance, AD&D, and disability coverage
- Registered Retirement Savings Plan (RRSP)
- Monthly stipend to support work from home.
Salary Range
The base salary compensation range targeted for this full-time position is $85,000 - 120,000 CAD per year depending on experience.
Total compensation may also include variable or discretionary incentive components. Individual job offers are determined by various factors, including experience, education, skills, certifications, and other business needs.
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Our Commitment to Inclusion and Belonging
Observe.AI is an equal opportunity employer. We are committed to creating an inclusive environment for all employees and applicants. Accommodations are available upon request throughout the recruitment process.
If you are ambitious, make an impact wherever you go, and you're ready to shape the future of Observe.AI, we encourage you to apply. For more information, visit www.observe.ai.
AI Disclosure
We may use AI-enabled tools to screen, select, and assess applications. All AI outputs are reviewed and validated by our talent acquisition team.
#LI-Remote
How we rate this
AI Agent Experience Designer at Observe AI rates 65 out of 100 for how much of the daily work is AI. That makes it Works on AI (AI Level 3 of 4). The level is about AI in the job, not seniority.
Works on AI. The daily work is on AI products, without building the model.
- ●●●● Builds AI80 to 100
- ●●●○ Works on AI60 to 79
- ●●○○ Uses AI40 to 59
- ●○○○ Little AI0 to 39
Levels come from how often the tools, models and workflows of the role are named in the posting itself. Read the description and count the AI tools, models and workflows it names.
Prepare for this job
Built from this posting and from similar jobs on Level.
Skills and AI tools this role asks for
Questions you could be asked
- How do you decide when an AI agent can act on its own versus asking for approval first?
- Tell me about a project where conversational design was part of your work. What did you do?
- Tell me about a project where ux design was part of your work. What did you do?
- Tell me about a project where customer experience was part of your work. What did you do?
- Walk me through how you've used Voice AI in your day-to-day work.
Adapt your resume
- List these exact terms on your resume: AI agents, Conversational Design, UX Design, Customer Experience, and Voice AI. An applicant tracking system matches the wording, not the idea.
- Attach one line of real, concrete experience to at least one of them. A tool named with nothing behind it rarely survives a human read.
- Show where AI is part of your daily process, not a one-off project. This role expects it to be a running habit.
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