Uses Anthropic's Claude and agentic AI to build AI-native product workflows and coach client teams on AI-assisted spec and delivery practices.
About the Role Lead product workstreams in client engagements to redesign product development lifecycles and drive AI-native, agentic workflows. Embed with client product and engineering teams to scope prototypes, write executable specs, coach PMs, and translate field learnings into practice-level methodology.
Job Description Role Forward Deployed Product Manager embedded in client engagements to lead the Product workstream across transformation and prototype engagements. You will assess current product practices, design future-state PDLCs, define sprint charters and specs for prototypes/MVPs, and coach client product teams to adopt AI-assisted workflows.
Key Responsibilities Lead the product workstream end-to-end on enterprise transformation programs: assess current-state, design future-state PDLC, and coach client PMs through organizational shifts.
Anchor product discovery and delivery on prototype and build-enable engagements: run discovery, shape delivery backlog, define Sprint Charter, and write specs that drive prototype and MVP development.
Design and deliver PM training curricula and enablement sessions using real delivery work.
Surface expansion opportunities and maintain clear next-step recommendations by engagement close.
Help define and refine product-facing agents: idea consolidation, spec generation, PM workflow automation, and prioritization logic.
Provide field feedback to improve agent design, prompt configuration, and scoping frameworks.
Co‑own product spec artifacts and incorporate PDLC patterns from the field into methodology, templates, and scoping frameworks.
Support pre‑sales conversations when product definition,



sprint structure, or PDLC maturity assessment is part of qualification.
Requirements Required:
7+ years of product management experience, including client‑facing, embedded, or consulting roles.
Direct experience with product teams’ discovery, PDLC design, and spec practices.
Experience or demonstrated capability using agentic AI to facilitate product management activities.
Strong facilitation skills to run working sessions, synthesize ambiguous input, and drive signed decisions.
Ability to write clean, executable specs for delivery and as models for coached teams.
Technical fluency to scope prototypes with engineers and participate in architecture handoffs.
Preferred:
Background in professional services, management consulting, or embedded advisory roles.
Experience redesigning product functions inside client organizations (not just recommendations).
Familiarity with AI-native product workflows: spec‑driven development, LLM‑assisted requirements generation, or agentic tooling.
Experience with PE portfolio companies or enterprise engineering organizations undergoing modernization.
Hands‑on familiarity with Claude Code or equivalent AI‑assisted development tooling.
Who Thrives Here Operates inside the client product function and participates in roadmap, scoping, and spec reviews.




Focuses on making client PMs better and enabling AI-native workflows that persist after engagement close.
Holds diagnosis and design responsibilities from assessment through future‑state design and handoff.
Can build sprints with engineers and defend scope based on technical feasibility.
Feeds field observations back into methodology improvements.
Equitable Life - Hybrid Plan
100% premium coverage for employee and dependents
Long-term disability
Unlimited vacation
Sick leave
Paid holidays
Parental leave
Paid for exams and certifications
Peer bonus awards
State-of-the-art laptop and tools
Equipment & office stipend
Annual stipend for learning and development
Work with a worldwide team and inclusive corporate culture
Compensation & Logistics Base salary range: CAD 155,000 - 170,000 per year (commensurate with experience).
Additional compensation may include bonuses, commissions, equity, and other incentives.
This role may require up to 50% travel depending on business needs.
Candidates must have legal authorization to work in the country where the position is located; Caylent cannot sponsor visas at this time.
Skills Product Management Client Delivery Product Discovery PDLC Design Specification Writing Facilitation Coaching Stakeholder Management Scoping Pre‑sales Support Methodology Development Technical Fluency Communication Training & Enablement
Experience Level Senior
CAD 155,000 - 170,000/year
Employment Type {Full-Time}
100% work from home
100% Premium Coverage for the employee and dependents
Paid for exams and certifications
Peer bonus awards
State of the art laptop and tools
Annual stipend for Learning and Development
Work with an amazing worldwide team and in an incredible corporate culture

#J-18808-Ljbffr

📌 Forward Deployed Product Manager (Manitoba)
🏢 Vibehackers
📍 Manitoba