Full-Time Manager, AI Chatbot Experience

Wealthsimple is hiring a remote Full-Time Manager, AI Chatbot Experience. The career level for this job opening is Manager and is accepting Northern America based applicants remotely. Read complete job description before applying.

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Wealthsimple

Job Title

Manager, AI Chatbot Experience

Posted

Career Level

Full-Time

Career Level

Manager

Locations Accepted

Northern America

Job Details

Your career is an investment that grows over time!Wealthsimple is on a mission to help everyone achieve financial freedom by reimagining what it means to manage your money. Using smart technology, we take financial services that are often confusing, opaque and expensive and make them transparent and low-cost for everyone. We’re the largest fintech company in Canada, with over 4 million users who trust us with more than $50 billion in assets.

Our teams ship often and make an impact with groundbreaking ideas. We're looking for talented people who keep it simple and value collaboration and humility as we continue to create inclusive and high-performing teams where people can be inspired to do their best work.

The Systems Design & Optimization Team is responsible for managing the various systems within the Customer Experience Operations organization including but not limited to: Zendesk, Five9, and our client-facing AI chatbot. This team is responsible for ensuring that our CS workflows are streamlined and efficient, facilitating a seamless experience for both our Clients and our internal teams.

About the Manager, AI Chatbox Experience role:As the Manager, AI Chatbot Experience, you will take full ownership of the chatbot's performance, user experience, and rapid ongoing improvement. You will lead a dedicated team that is ultimately responsible for ensuring high-quality client responses and seamless integrations with our other CXO systems and tools.

Responsibilities of this role and team include but are not limited to:

  • Continuous QA, testing, and “bot bashing”
  • Making enhancements to underlying prompts and content
  • Integrating the chatbot with other systems and platforms
  • Ongoing vendor management
  • Collaborating with Product Management on the entirety of the chatbot experience

This position offers a unique opportunity to shape and refine our chatbot’s role in delivering exceptional user experiences and driving business value.

As the Manager, AI Chatbox Experience, you will:

  • Own the end-to-end chatbot experience.
  • Define and implement a strategic roadmap for the chatbot to align with organizational goals and user needs.
  • Continuously test, monitor and analyze chatbot conversations and performance metrics to identify areas for improvement and innovation.
  • Manage and mentor a team conducting continuous quality assurance (QA) to ensure chatbot responses are accurate, consistent, and aligned with brand voice.
  • Optimize chatbot prompts and content.
  • Oversee the development, testing, and refinement of chatbot prompts and underlying content to enhance conversational quality.
  • Collaborate with cross-functional teams (e.g., marketing, product, and support) to align with broader business initiatives.
  • Configure and maintain integrations between the chatbot and other platforms, tools, and systems to enhance functionality and provide seamless experiences.
  • Work closely with vendors and internal development teams to ensure technical stability and compliance with security standards.
  • Serve as the primary point of contact for chatbot vendors, negotiating contracts, managing budgets, and ensuring delivery of agreed-upon services.
  • Stay informed about vendor updates, new features, and emerging technologies to identify opportunities for innovation.
  • Drive continuous improvement.
  • Gather user feedback and translate insights into actionable improvements.
  • Stay updated on industry trends, best practices, and emerging technologies to maintain a competitive edge in chatbot experience design.

What you bring:

  • Bachelor’s degree in Computer Science, Information Systems, Business Administration, or a related field
  • Experience and passion for conversational AI, chatbot optimization, product management, or a related field
  • Strong understanding of natural language processing (NLP) concepts and frameworks
  • Demonstrated experience in configuring API integrations and managing technical implementations
  • Analytical mindset with experience leveraging data to drive decision-making
  • Excellent communication, organization and stakeholder management skills
  • Experience in vendor management, including contract negotiations and performance monitoring
  • Proven leadership experience with the ability to manage and motivate a team

FAQs

What is the last date for applying to the job?

The deadline to apply for Full-Time Manager, AI Chatbot Experience at Wealthsimple is 8th of March 2025 . We consider jobs older than one month to have expired.

Which countries are accepted for this remote job?

This job accepts [ Northern America ] applicants. .

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