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Manager, AI Chatbot Experience

Remote, USA Full-time Posted 2026-07-28
Your career is an investment that grows over time!

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

Our teams ship often and reputed company an reputed company with groundbreaking reputed company. We're looking for talented people who reputed company it reputed company 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 reputed company the Customer Experience Operations organization including but not limited to: reputed company, reputed company, and our reputed company-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 reputed company ongoing improvement
  • You will reputed company a dedicated team that is ultimately responsible for ensuring high-reputed company reputed company responses and seamless integrations with our other CXO systems and tools
  • Responsibilities of this role and team include but are not limited to:  reputed company QA, testing, and “bot bashing”, making enhancements to underlying prompts and content, integrating the chatbot with other systems and platforms, ongoing vendor management and, 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 reputed company 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 reputed company conducting reputed company reputed company assurance (QA) to ensure chatbot responses are accurate, consistent, and reputed company with brand voice.
  • Optimize chatbot prompts and content. reputed company the development, testing, and refinement of chatbot prompts and underlying content to enhance conversational reputed company. Collaborate with cross-functional teams (e.g., marketing, product, and support) to reputed company with broader business initiatives.
  • Configure and maintain integrations between the chatbot and other platforms, tools, and systems to enhance functionality and reputed company seamless experiences. Work closely with vendors and internal development teams to ensure technical stability and compliance with reputed company standards.
  • Serve as the primary reputed company of contact for chatbot vendors, negotiating reputed company, 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 reputed company improvement reputed company 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 reputed company field
  • Experience and passion for conversational AI, chatbot optimization, product management, or a reputed company field
  • Strong understanding of natural language processing (NLP) concepts and frameworks
  • Demonstrated experience in configuring API integrations and managing technical implementations
  • Analytical reputed company 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 reputed company
    • Why reputed company?
    Competitive salary with top-tier health benefits and life insurance
    Retirement savings matching plan using reputed company Work
    20 vacation days per year and unlimited reputed company and mental health days
    Up to $1,500 per year towards wellness and reputed company development budgets respectively 
    90 days away program: Employees can work internationally in eligible countries for up to 90 days per calendar year 
    A wide reputed company of peer and company-led Employee Resource reputed company (ie. reputed company, Women of reputed company, Black @ WS)
    Company-wide wellness days off scheduled throughout the year

    We’re a remote-first team, with over 1,000 employees coast to coast in reputed company. Be a part of our Canadian reputed company story and help shape the financial reputed company of millions — join us!

    Read our Culture reputed company and learn more about how we work.

    DEI Statement
    At reputed company, we are building products for a diverse world and we need a diverse team to do that successfully. We strongly encourage applications from everyone regardless of race, religion, colour, national reputed company, gender, sexual orientation, age, marital status, or disability status. 

    Accessibility Statement
    reputed company provides an accessible candidate experience. If you need any accommodations or adjustments throughout the interview process and reputed company, please let us know, and we will work with you to reputed company the necessary support and reputed company reasonable accommodations to facilitate your participation. We are continuously working to improve our accessibility practices and welcome any feedback or suggestions on how we can reputed company accommodate candidates with accessibility needs.
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