Forward Deployed Product Manager

This is a fully remote position, open to applicants in Canada.

📋 Description

• Take ownership of the Product workstream within client engagements.

• Lead product workstreams from start to finish on enterprise transformation initiatives.

• Evaluate the current operations of client product teams and design future-state Product Development Life Cycles (PDLCs).

• Mentor product managers to become strategic orchestrators of AI-assisted development.

• Conduct discovery sessions with client stakeholders and transform delivery backlogs into finalized Sprint Charters.

• Create specifications that drive the development of prototypes and Minimum Viable Products (MVPs).

• Design training curricula for Product Managers and facilitate enablement sessions.

• Identify opportunities for client expansion during the delivery process.

• Define and optimize product-facing agents for idea consolidation, specification generation, PM workflow automation, and prioritization of agents.

• Provide feedback from the field on agent design, prompt configuration, and scoping frameworks.

• Co-manage product specification artifacts that contribute to Caylent’s intellectual property.

• Transform field PDLC patterns into improvements for methodology, scoping frameworks, and future-state templates.

• Assist in pre-sales discussions regarding product definition, sprint structure, or PDLC maturity assessment.

• Integrate into client product and engineering teams from the kickoff phase through to the handoff.

⛳️ Requirements

• Over 7 years of product management experience, including significant time in a client-facing, embedded, or consulting capacity.

• Proven experience collaborating directly with product teams on discovery processes, PDLC design, and specification practices.

• Experience or demonstrated ability to utilize Agentic AI for facilitating product management tasks.

• Exceptional facilitation skills when working with product and engineering stakeholders.

• Capability to write clear and actionable specifications.

• Technical fluency to scope prototypes with engineers, discuss architectural feasibility, participate in spec-to-build transitions, and contribute to architecture lock sessions.

• Must possess legal authorization to work in the country where the role is based.

• Visa or work permit sponsorship is not offered.

• Preferred: experience in professional services, management consulting, or embedded advisory roles.

• Preferred: background in redesigning product functions within organizations.

• Preferred: familiarity with AI-native product workflows, specification-driven development, LLM-assisted requirements generation, or agentic product tooling.

• Preferred: experience with private equity portfolio companies or enterprise engineering organizations undergoing modernization.

• Preferred: hands-on experience with Claude Code or comparable AI-assisted development tools.

🏝️ Benefits

• 100% remote work.

• Equitable Life - Hybrid Plan.

• 100% Premium Coverage for the employee and their dependents.

• Competitive phantom equity.

• Long-Term Disability coverage.

• 4% Pension match (employer contribution).

• Unlimited vacation policy.

• Sick leave provided.

• Paid holidays.

• Parental leave.

• Coverage for exams and certifications.

• Peer bonus awards.

• State-of-the-art laptop and tools provided.

• Equipment & Office Stipend available.

• Individual professional development plan.

• Annual stipend for Learning and Development.

• Opportunity to work with a fantastic global team in a remarkable corporate culture.

• The position may require up to 50% travel, depending on business needs.

• Compensation package may include bonuses, commissions, equity, and additional incentives.