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Senior Product Manager, AI & Data Analytics Platform

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!


We are seeking a highly motivated and detail-oriented Senior Product Manager, AI & Data Analytics Platform to join our Data Analytics Platform Team at Caseware, a leading SaaS organization. As a Senior Product Manager, you will play a critical role in defining the product vision, strategy, and roadmap for our AI-powered Data Analytics Platform, including our AI Digital Assistant (AiDA), ensuring our solutions meet the evolving needs of accounting and audit professionals worldwide.


You will work closely with cross-functional teams to translate business requirements into AI-enhanced product specifications, lead discovery work, and validate product ideas through prototyping and testing. This role is perfect for product leaders who are passionate about harnessing the power of AI to transform how accounting and audit professionals work.


This is a Full-time permanent position


📍Location: This is a hybrid role requiring the successful candidate to work 3 days a week in our Toronto office, located at 351 King St E, Suite 1100, Toronto, ON.


Contact:

Chengeer Lee - Principal Talent Acquisition Partner & Coach



What you will be doing:
  • Define the product vision, strategy, and roadmap for our AI-powered Data Analytics Platform, with special focus on expanding our AI Digital Assistant (AiDA) capabilities.
  • Lead and mentor a team of product managers, providing guidance on AI discovery methods, prioritization frameworks, and execution strategies.
  • Drive the development of initiatives that enable users to efficiently import, validate, and analyze data using AI-enhanced workflows within their engagements.
  • Collaborate with AI engineers, data scientists, and stakeholders to prioritize features, enhancements, and technical improvements using a data-driven approach.
  • Establish and nurture strategic partnerships with AI technology providers to enhance our platform capabilities and expand our market reach.
  • Engage with customers, partners, and industry experts to understand evolving AI and data analytics needs, pain points, and trends for auditors and accountants.
  • Work closely with engineering teams to translate business requirements into detailed product specifications that leverage AI to address core customer problems.
  • Partner with solution teams to ensure seamless integration of AI capabilities within their applications.
  • Implement and track success metrics to measure AI product adoption, usage, and value creation.
  • Lead discovery work and validate AI product ideas through prototyping and testing before committing development resources.
  • Balance technical debt reduction and infrastructure improvements while delivering new AI capabilities that drive business value.
  • Champion the ethical use of AI in audit and accounting, ensuring our solutions maintain data privacy, security, and compliance standards.


What you will bring:
  • 7+ years of experience in product management, with exposure to or passionate interest in AI, data analytics, business intelligence, or financial software.
  • Experience leading and developing a team of product managers.
  • Strong enthusiasm for AI and its applications in business software, with a desire to champion AI innovation.
  • Understanding of AI concepts, data processing, analytics, and visualization technologies and methodologies.
  • Experience working with cross-functional teams in an agile environment.
  • Exceptional communication skills with the ability to translate complex AI concepts into business value for both technical and non-technical stakeholders.
  • Demonstrated ability to define and execute product strategy that drives business outcomes.
  • Strong analytical and problem-solving skills with an emphasis on data-driven decision making.
  • Experience gathering and prioritizing product requirements based on user research, market analysis, and business objectives.
  • Bachelor's degree in Computer Science, Information Systems, Business, or a related field.
  • Genuine passion for exploring AI applications in audit and accounting, with a willingness to learn and grow in this rapidly evolving field.


The Tech Stack you will be working with:
  • AI and machine learning platforms (AWS Bedrock, Amazon SageMaker, LLMs)
  • AI Digital Assistant technology (AiDA)
  • Data analytics tools and platforms (Tableau, Power BI, or similar tools)
  • Product management tools (Jira, Confluence, Aha!, Miro)
  • Cloud infrastructure (AWS)
  • Business intelligence and data visualization frameworks
  • Big data processing technologies
  • Prototyping and user testing platforms


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What You Should Know About Senior Product Manager, AI & Data Analytics Platform, CaseWare

At Caseware, we're revolutionizing the position of Senior Product Manager for our AI & Data Analytics Platform right in the heart of Toronto! For over 30 years, Caseware has been a trailblazer in the fintech industry, serving over 500,000 users globally. If you’re passionate about shaping the future of accounting and audit through innovative AI solutions, this is the opportunity you’ve been looking for. In the Senior Product Manager role, you’ll steer the product vision and roadmap for our AI-enhanced analytics offerings, including our cutting-edge AI Digital Assistant (AiDA). You’ll collaborate with a talented team of data scientists and AI engineers, ensuring our products not only meet but exceed the expectations of accountants and auditors around the world. Your insights will guide our strategy, enabling users to seamlessly integrate AI into their workflows, helping them to analyze and validate data with ease. This position isn’t just about managing; it's about leading! You will mentor fellow product managers while developing strong partnerships with other tech providers to expand our capabilities. As a hybrid role, you will enjoy the flexibility of working from home and in our vibrant downtown Toronto office three days a week. At Caseware, your voice matters, and as you work to promote ethical AI practices, you'll help us remain at the forefront of innovation in our industry. If you’re a seasoned product leader ready to inspire change, we want to hear from you!

Frequently Asked Questions (FAQs) for Senior Product Manager, AI & Data Analytics Platform Role at CaseWare
What are the responsibilities of a Senior Product Manager at Caseware?

As a Senior Product Manager at Caseware, your primary responsibilities will revolve around defining the product vision and strategy for our AI & Data Analytics Platform. You'll lead a team of product managers, collaborate with engineers and data scientists, and translate requirements into actionable product features that leverage AI. You'll also engage with industry experts to stay ahead of trends and ensure our platform meets the evolving needs of users.

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What qualifications are needed for the Senior Product Manager position at Caseware?

To qualify for the Senior Product Manager position at Caseware, candidates should have over 7 years of product management experience with a focus on AI and data analytics. A Bachelor's degree in Computer Science, Information Systems, Business, or a related field is required. Strong communication skills to convey complex AI concepts to various stakeholders and a genuine passion for exploring AI applications in audit and accounting are also essential.

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How does Caseware ensure data privacy and security in its AI solutions?

At Caseware, we prioritize ethical AI use, focusing on data privacy and compliance in all our solutions. As the Senior Product Manager, you will champion these practices, ensuring our platforms adhere to the highest standards of data protection while delivering powerful analytical capabilities to our users.

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What kind of team will I be working with as a Senior Product Manager at Caseware?

As a Senior Product Manager at Caseware, you will lead and mentor a dynamic team of product managers while collaborating closely with cross-functional teams, including AI engineers and data scientists. Together, you will drive the development of groundbreaking features and enhancements that leverage AI to transform the audit and accounting landscape.

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What tools and technologies will I use in the Senior Product Manager role at Caseware?

In your role as Senior Product Manager at Caseware, you will work with a variety of tools and technologies, including cloud infrastructure (AWS), AI platforms like AWS Bedrock and Amazon SageMaker, as well as data analytics tools like Tableau and Power BI. Additionally, product management tools like Jira and Confluence will aid in your project management and collaboration efforts.

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Common Interview Questions for Senior Product Manager, AI & Data Analytics Platform
Can you describe your experience with AI and how it relates to product management?

In your response, emphasize your hands-on experience with AI technologies and projects, and how you've integrated AI into product strategies. Share specific examples that demonstrate your understanding of AI's impact on business outcomes, particularly in accounting or financial software.

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What strategies do you employ for fostering collaboration among cross-functional teams?

Discuss methods you use to facilitate communication and collaboration among team members from different specialties. Highlight your experience in agile environments and provide examples where your collaborative approach led to successful product outcomes.

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How do you handle prioritizing product features and user requirements?

Explain your approach to prioritization, potentially referencing user research, data analysis, and stakeholder feedback. Assert your commitment to a data-driven decision-making process and how it influences your prioritization in product development.

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How do you measure the success of AI products?

Provide insights into the metrics and KPIs you track to evaluate AI product performance. Highlight methods for assessing user adoption, engagement levels, and the overall impact on business value, ensuring to align with Caseware's mission.

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Can you explain the product development lifecycle you follow?

Elaborate on your familiarity with the product development lifecycle, emphasizing agile methodologies. Outline the stages involved, from ideation through to launch, while discussing how you adapt processes to fit the unique needs of AI product development.

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What is your approach to mentoring junior product managers?

Discuss your mentoring philosophy, including how you guide and support junior product managers in their professional development. Share experiences where you've implemented coaching strategies to help them succeed.

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How do you stay updated with current trends in AI and data analytics?

Mention the resources you follow—such as industry reports, webinars, or academic journals—to keep abreast of advancements in AI and data analytics. Highlight your curiosity and commitment to continual learning in this fast-evolving field.

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Describe a challenging project you managed and how you overcame obstacles.

Provide a concise story about a specific project, detailing the challenges encountered and the actions you took to mitigate those issues. Emphasize your strategic thinking, adaptability, and problem-solving skills.

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Why is ethical AI important to you?

Share your perspective on the significance of ethical AI, particularly in the context of audit and accounting. Tie this back to Caseware's commitment to privacy and compliance, showcasing how these values align with your own.

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How do you incorporate user feedback into product iterations?

Discuss your process for collecting and analyzing user feedback, explaining how it informs future iterations and enhancements. Highlight examples of where user feedback directly influenced product improvements and user experience.

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If your company is having a bad case of messy accounting, CaseWare International might be the answer. The company's accounting and auditing software applications include CaseWare Time (time and billing, accounts receivable, and practice management...

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Full-time, hybrid
DATE POSTED
March 28, 2025

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