Principal Product Manager, Trilogy (Remote) - $200,000 / year USD

Trilogy; Toronto; Remote; USD 170,000 - 200,000; Full time

Job summary

A leading software company is seeking a Principal Product Manager to drive impactful product outcomes using AI collaboration. This full-time remote role requires strong product leadership experience and a passion for innovative solutions. The ideal candidate will focus on measurable outcomes rather than traditional processes, shaping the future of product management in a dynamic team environment.

Qualifications

• Demonstrated 4+ years in product leadership positions.
• Experience with enterprise software product management.
• Genuine enthusiasm for AI tools in workflow.

Responsibilities

• Develop structured repositories of expert knowledge.
• Execute weekly data-backed product iterations.
• Cultivate domain expertise in product area.

Skills

Product leadership

AI integration

Enterprise software management

Job description

Principal Product Manager, Trilogy (Remote) - $200,000 / year USD

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Principal Product Manager, Trilogy (Remote) - $200,000 / year USD

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This range is provided by Trilogy. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

100.00 / hr - $100.00 / hr

Ready to break free from product management theater? You've mastered the zero-to-launch journey, but you're hungry for something more meaningful than backlog grooming and spec writing. You crave true ownership—not of a roadmap, but of real-world outcomes that matter.

At Trilogy, we've reimagined product management from the ground up. Here, you'll be laser-focused on a single, measurable business outcome. Your mission isn't to "manage features" but to make something specific happen when users engage with our product. Armed with AI as your collaborator and direct user feedback as your compass, you'll build deep domain insights, codify knowledge that empowers your team, and drive rapid, data-informed iterations until you hit your target.

Join a team that values impact over process, decisions over documentation, and results over rituals. If you're tired of playing by the old PM rulebook and ready to write a new one, this is your opportunity. We're creating what product management should have been all along—focused, impactful, and genuinely transformative.

What You Will Be Doing

• Develop BrainLifts : Create and evolve structured repositories of expert knowledge that enhance AI capabilities, inform strategic decisions, and demonstrate your domain mastery.
• Execute Weekly Product Iterations : Ship targeted, data-backed product improvements on a weekly cadence, continuously steering toward your defined outcome metric.
• Cultivate Domain Expertise : Develop and systematize deep understanding in your product area, enabling higher-quality team decisions, more precise outputs, and authoritative communication.

What You Won’t Be Doing

• Orchestrating month-long feature development cycles—our rhythm is weekly shipping and iteration
• Creating exhaustive product requirement documents, maintaining extensive backlogs, or specifying every UI element and edge case
• Designing technical architectures or implementing software solutions

Principal Product Manager Key Responsibilities

This section was empty in the original job description.

Basic Requirements

• Demonstrated 4+ years in product leadership positions at product-focused companies where you personally crafted the holistic vision, strategic roadmap, and metric-driven improvements for entire software products (not just features, modules, internal tools, outsourced work, or single-client solutions)
• Experience navigating the unique landscape of enterprise software product management, with understanding of how large organizations evaluate, purchase, and implement software solutions differently from consumer or SMB markets
• Genuine enthusiasm and aptitude for incorporating AI tools into your daily workflow (whether for research, analysis, strategic planning, or content development)

Nice-to-have Requirements

About Trilogy

Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things : Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD / hour, which equates to $200,000 USD / year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com / help-and-faqs for more details on this topic.

Seniority level

Seniority level

Director

Employment type

Employment type

Full-time

Job function

Job function

Engineering, Product Management, and Strategy / Planning

Software Development, IT Services and IT Consulting, and Technology, Information and Internet

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Principal Product Manager • Toronto, ON, Canada