Caseware2d ago

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Product Manager, Growth

Canada·TorontoFull Time - Permanentmid

OtherGrowth

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Quick Summary

Overview

Technical Tools

fintechstakeholder-management

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’re looking for a high-agency builder-operator to drive execution across product and cross-functional initiatives. This role is focused on turning defined problems into delivered outcomes fast.You’ll thrive here if you’re a self-learner, highly adaptable, and take extreme ownership, especially in ambiguous, fast-moving environments. Many strong fits for this role come from startup or founder-led teams, where they’ve had to figure things out, wear multiple hats, and drive outcomes with minimal structure.

❗This is a full time position.

❗ This is a New role.

📍 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 , Toronto, ON.

Own end-to-end execution of defined product and business initiatives

Stay ahead of the AI landscape — monitor model developments, new architectures, emerging agent patterns, and competitor moves, and bring a clear point of view on what matters for Caseware

Define and own product health metrics for AI features: task completion, correction rates, override frequency, trust signals, and time-to-completion — and use them to drive product decisions.

Break down ambiguous asks into clear plans, milestones, and deliverables

Drive cross-functional alignment across product, engineering, design, and business teams

Proactively identify and remove blockers to keep work moving

Ensure tight follow-through, nothing falls through the cracks

Track progress and maintain high delivery velocity across multiple workstreams

3+ years of experience in tech/product roles with strong execution ownership

Direct experience building and running eval frameworks for AI products — golden datasets, rubrics, human-in-the-loop validation, and regression tracking across releases.

Technical fluency in LLMs, RAG, prompt engineering, embeddings, and agentic patterns — enough to have substantive conversations with engineers and know when a product problem is a model problem.

Strong track record of building and shipping (0→1 projects, internal tools, automations, or similar)

High ownership mindset—you don’t wait for instructions, you figure things out

Proven ability to operate in ambiguous, fast-changing environments

Excellent at structuring chaos into actionable plans

Strong stakeholder management and cross-functional coordination skills

Ability to drive outcomes without direct authority

Experience working closely with founders, senior leadership, or lean teams is a strong signal

Experience in startups or high-growth environments, operating with limited structure and wearing multiple hats is a strong plus

A self-learner who can quickly pick up new domains, tools, and contexts

Location & Eligibility

Where is the job

Toronto, Canada

Hybrid — some on-site time required

Who can apply

Listing Details

Posted: May 15, 2026
First seen: May 15, 2026
Last seen: May 17, 2026

Posting Health

Days active: 0
Repost count: 0
Trust Level: 70%
Scored at: May 15, 2026

Signal breakdown

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Caseware

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Caseware International Inc. is a global leader in developing audit, assurance, financial reporting, and data analytics software for accounting firms, corporations, and governments. Founded in 1988, the Toronto-based company provides cloud-enabled solutions to over 500,000 users in 130 countries.

Employees

750

Founded

1988

Domain

Jobs

External application · ~5 min on Caseware's site

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