Product Manager, AI Product

Caseware is a leading Fintech company in audit and accounting software, serving over 500,000 users across 130 countries.

We are looking for a Product Manager to own the development of AI capabilities within the Caseware platform.

Location: Hybrid role – the successful candidate will work 3 days a week in our Toronto office at 351 King St E, Toronto, ON.

This is a full‑time position and a new role.

What you will be doing

• Drive high‑impact AI initiatives within the Caseware platform transformation – shape priorities and sequencing for your workstream, grounded in user research, domain expertise, and a clear view of technical feasibility.
• Design and run rigorous evaluation frameworks: build golden datasets, define task taxonomies, write rubrics that score AI outputs the way a senior practitioner would, and run structured eval cycles before and after every major release.
• Work daily with engineering to translate preci...