Staff Software Engineer building AI/ML and evaluation infrastructure for Thumbtack's home - services marketplace. Designing scalable GenAI platforms, model systems, and developer tooling.
About the role
- Group Product Manager leading product managers and delivery for Caseware’s AI audit platform. Coordinating agents, evaluation tools, and AI workflow innovation at Canadian fintech Caseware.
Responsibilities
- Lead the team of product managers responsible for components of Caseware's AI Platform
- Sequence overlapping product roadmaps into one coherent delivery plan
- Drive execution of the AI Platform roadmap in partnership with the Principal Product Manager
- Maintain knowledge of AI capabilities, agent patterns, model limitations, and emerging market solutions relevant to audit work
- Assess and refine the AI product suite and identify automation opportunities in audit workflows
- Coach the Principal Product Manager toward greater ownership of roadmap strategy
- Foster process improvement and employee engagement across AI product, engineering, and applied science teams
- Mentor team members and include relevant stakeholders, including audit practitioners, in decision-making
- Partner with engineering and applied science to translate audit pain points into AI features, requirements, and acceptance criteria
- Engage strategic accounts and partner firms to understand AI usage, adoption drivers, and limitations
- Track and manage KPIs and product metrics, including AI accuracy, adoption, and trust
- Champion data-driven decision-making grounded in real audit practice
- Define standards for practitioner credibility of AI outputs
- Integrate practitioner and user research into product requirements, design, and development
Requirements
- 5+ years of product management experience
- Experience leading, mentoring, or managing other product managers
- Proven ability to coordinate multiple concurrent workstreams with overlapping dependencies
- Ability to resolve conflicts between workstreams without personally owning each one
- Comfortable operating as an orchestrator and multiplier rather than a sole roadmap owner
- Experience with AI or ML-driven products strongly preferred
- Technical fluency sufficient for substantive conversations with engineering and applied science
- Excellent written and verbal communication
- Ability to make sequencing and prioritization decisions under ambiguity
- Comfortable declining or deferring work on behalf of the group's overall plan
Benefits
- Flexible work options
- Remote opportunities
- Generous time-off policies
- Competitive salary
- Health insurance
- Retirement plans
- Performance bonuses
- Recognition programs
- Opportunities for career growth
- International projects
- Collaboration with a diverse, global team
- Inclusive workplace culture
- Accommodations during the application or interview process
Job title
Job type
Experience level
Salary
Not specified
Degree requirement
No Education Requirement
Location requirements
Report this job
Found something wrong with the page? Please let us know by submitting a report below.
Staff Software Engineer building scalable AI/ML platforms and evaluation systems. Enabling Thumbtack’s home - services marketplace and GenAI - powered customer experiences.
Senior Software Engineer owning end - to - end AI - powered cybersecurity product development at Sophos. Building LLM - driven workflows, automation, interfaces, APIs, and scalable systems.
AI/ML developer intern building cloud - native software for Kinaxis, a global supply - chain orchestration company. Developing ML pipelines, models, and reliable platform capabilities.
Staff AI Engineer building retrieval, inference, and agentic systems for Acquia’s Drupal - based digital experience platform. Shipping shared AI capabilities that turn enterprise data signals into customer workflows.
Applied AI Engineer building LLM - powered pipelines that transform municipal websites into structured CMS content. Automating migration, validation, and internal tooling for SimpliCity’s Canadian GovTech platform.
Senior Java Developer with AI experience building ELITS cloud software products. Leading Java, Kubernetes, CI/CD, architecture, and developer mentoring for Montreal’s hybrid team.
Software Architect building next - generation AI agents and automation for Jerry.ai’s insurance marketplace. Scaling voicebots, LLM systems, and external - system workflows across physical - asset services.
Senior frontend - focused engineer building Pebl’s conversational AI assistant. Shaping streaming, agentic UX for a platform enabling global hiring and workforce management.
Applied AI Engineer building reliable, evaluated, and monitored production AI systems for Inviso’s enterprise clients. Designing agent runtimes, RAG, guardrails, and model - routing capabilities.