Overview

Senior TPM Jobs in Greater Toronto Area, Canada at Calyptus

Title: Senior TPM

Company: Calyptus

Location: Greater Toronto Area, Canada

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What You'll Be Doing

Technical Strategy & Systems Thinking

  • Own product areas spanning vendor data infrastructure, AI-powered pricing/benchmarking, and compliance management systems.
  • Define technical requirements that account for data dependencies, integration constraints, and architectural trade-offs.
  • Translate business objectives into technical roadmaps with clear dependencies and milestones.

Execution & Cross-Functional Delivery

  • Drive features from discovery through launch, partnering with engineering to scope work accurately and identify technical risks early.
  • Build and maintain evaluation frameworks for AI features-you'll define what "good" looks like and how we measure it.
  • Own cross-functional coordination across engineering, design, data, and GTM for your product areas.
  • Establish and improve product development processes that enable accountability without bureaucracy.
  • Create visibility into progress through documentation, roadmap management, and stakeholder communication.
  • Work directly with external partners and data sources, navigating integration complexity and compliance requirements.

AI-Driven Product Process

  • Evolve how we build products using AI tools-from discovery and documentation to prototyping and validation.
  • Experiment with and operationalize LLM-based workflows, MCP integrations, and AI coding assistants (Cursor, Lovable, etc.) to accelerate the product development lifecycle.
  • Define when AI-assisted approaches add value versus when they don't, building team intuition through experimentation.
  • Stay current on emerging AI tooling and bring relevant innovations back to the team.

What You'll Work On

You'll own product areas that lay the foundation for agentic procurement-a future where AI handles routine vendor management tasks end-to-end while property managers focus on relationships and exceptions.

Near-Term Roadmap

  • Vendor data infrastructure and schema design.
  • AI-powered pricing and benchmarking.
  • Vendor search and matching algorithms.
  • Compliance management systems.
  • Role-based access control.

Data & Systems

  • You'll help establish how data flows into, through, and out of the platform-cleaning up pipelines, building reporting infrastructure, and extending data access to teams that need it.
  • This includes standing up BI dashboards for Sales, enabling self-serve analytics for internal stakeholders, and ensuring data quality supports both product decisions and customer-facing features.

Agentic Procurement

  • Designing AI systems and agents to alleviate customer pain points.
  • Helping drive data architecture that enables reliable AI decision-making.
  • Defining human-in-the-loop patterns that balance automation with appropriate oversight.

What We Are Looking For

  • 5+ years in product management, with at least 2 years in technically complex environments (APIs, data systems, AI/ML features).
  • Demonstrated ability to dive into technical details – you've read API docs, written SQL queries, or debugged integration issues alongside engineers.
  • Track record of shipping AI-powered or data-intensive products, with experience defining success metrics and evaluation approaches.
  • Deep knowledge of Jira: You've configured workflows, managed complex backlogs, built dashboards, and used advanced features (automation rules, custom fields, JQL) to create visibility and drive execution.
  • Active experimentation with AI development tools: You use LLMs in your daily workflow and have hands-on experience with tools like Cursor, Claude, ChatGPT, Lovable, or similar – you understand their capabilities and limitations.
  • Fluency in databases and BI tools: You're comfortable writing queries, building dashboards, and setting up reports in tools like Metabase, Sigma, Heap, Looker, or similar-you don't wait for a data team to answer your questions.
  • Strong documentation discipline: Experience writing comprehensive PRDs, technical specs, and process documentation in Notion, Confluence, or similar systems-you believe good documentation is a competitive advantage.
  • Strong systems thinking: you naturally see dependencies, feedback loops, and second-order effects.
  • Proven ability to collaborate across engineering, design, data, and business stakeholders.
  • Comfort with ambiguity and rapid iteration-you make decisions with incomplete information and adjust as you learn.

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Disclaimer: Calyptus uses an automated assessment tool that scores applicants.

Want to put your job search on autopilot? Join our platform, complete a 6-minute AI screening interview, and get auto-applied to 100s of high-paying roles.

Sign up now at https://app.calyptus.co/auth/candidate/sign-up and let the opportunities come to you.

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