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[Remote] Technical Product Manager

Remote role Full-time Open position

Note: The job is a remote job and is open to candidates in USA. Robots & Pencils is a company that builds meaningful, scalable digital products to solve real business problems. They are looking for a Staff Product Manager to own AI product outcomes end-to-end, combining deep Generative and Agentic AI fluency with hands-on building ability.

Responsibilities

  • Define and drive the product vision, strategy, and roadmap for GenAI solutions - with agentic AI (agent orchestration, tool use, multi-step workflows) as the primary focus - connecting AI capabilities to enterprise business outcomes
  • Translate enterprise problems into structured product requirements; reframe feature requests into outcome-driven priorities with explicit tradeoffs on invest in vs. defer
  • Balance near-term deployment milestones with long-term platform scalability and sustainability
  • Monitor the competitive GenAI landscape and emerging agentic patterns to inform roadmap and technology decisions
  • Research how enterprise users interact with AI agents and where they lose trust; frame the riskiest assumptions as testable hypotheses and de-risk them first
  • Design and run experiments - POCs, pilot deployments, scenario-based testing of multi-step workflows, edge cases, and failure recovery - to validate agentic solutions where non-deterministic output makes traditional QA insufficient
  • Distill research, experiments, and competitive intelligence into clear insights that pave the path for a successful product
  • Define agent behavior and prototype system prompts and tool schemas; partner with engineering on context management - summarization, working memory, and information flow across multi-step tasks
  • Drive multi-model architecture tradeoffs with engineering - define the quality, cost, and latency targets that determine which model serves each step in the agent workflow
  • Build AI prototypes to validate hypotheses; define human-in-the-loop boundaries and guardrails - when the agent acts autonomously, when it escalates, and how to handle non-deterministic output
  • Establish agent evaluation frameworks - task completion, reasoning quality, tool selection, failure recovery, safety - and partner with engineering on production readiness (observability, drift, responsible AI, prompt versioning)
  • Define success metrics at the agent level - task completion rate, cost per task (not per inference), escalation rate, time to resolution, and customer trust alongside business KPIs
  • Own the end-to-end product lifecycle from discovery through phased rollouts; establish the metrics framework (north star, input, guardrail metrics) and report product impact to leadership
  • Manage the product backlog, scope, dependencies, and risks; drive agile ceremonies and produce high-quality PRDs, product briefs, and decision logs
  • Evaluate technology and platform decisions from a product perspective; create deployment playbooks, reference architectures, and knowledge transfer materials so teams sustain solutions independently
  • Use AI to accelerate product work - research, analysis, prototyping, documentation - with judgment on when it needs human oversight; onboard rapidly to new domains and support team members across the initiative
  • Build trusted relationships with stakeholders and executives; serve as the go-to product advisor and primary contact for AI product direction and deployment strategy
  • Partner with AWS Solution Architects and account teams to align on technical approach, service selection, and go-to-market for GenAI solutions
  • Manage expectations on scope, timelines, and tradeoffs; facilitate decisions across competing priorities using data, alternatives, and clear rationale
  • Frame AI capabilities and limitations for non-technical stakeholders - manage hype cycles, set realistic expectations; surface unmet needs that deepen relationships and grow the account

Skills

  • 8-12+ years in product management, forward deployment, or solutions engineering; must have shipped AI products from prototype through production at scale
  • Strong product sense - ability to identify what matters to users and the business, make prioritization calls with incomplete information, and shape products that deliver real outcomes
  • Deep GenAI fluency - LLMs, RAG, fine-tuning, prompt engineering, context engineering, evals - with hands-on experience building or shipping agentic systems (planning, tool use, HITL, guardrails)
  • Proven ability to prototype AI solutions using AI tools (Cursor, Claude, Copilot) to validate hypotheses and de-risk product decisions
  • Experience deploying AI solutions in enterprise environments with strong technical fluency - can read code, evaluate architectures, make product tradeoffs on technical constraints, and drive scalable deployment patterns
  • Exceptional communicator - clear PRDs, technical specs, and decision logs; has led AI products through full lifecycle and driven alignment with Directors, VPs, and C-level
  • Comfortable operating in ambiguous, fast-moving environments where the AI landscape evolves weekly
  • PM-level fluency across the AWS AI ecosystem - Bedrock, AgentCore, SageMaker, Strands, Kendra, OpenSearch, Lambda, Step Functions - to make informed product and architecture decisions
  • Software engineering or coding background (Python, JavaScript, TypeScript)
  • Agency or consulting delivery experience
  • Experience in Financial Services, Healthcare, or Life Sciences industries
  • Familiarity with open-source LLM ecosystem (Llama, Mistral) for flexibility and cost optimization
  • Prior experience leading time-boxed discovery initiatives or technical spikes with rapid validation cycles

Company Overview

  • An Applied AI Engineering Partner building AI systems designed for enterprise velocity and measurable business impact. It was founded in 2009, and is headquartered in Calgary, Alberta, CAN, with a workforce of 51-200 employees. Its website is https://robotsandpencils.com/.
  • Company H1B Sponsorship

  • Robots & Pencils has a track record of offering H1B sponsorships, with 1 in 2025, 1 in 2022, 1 in 2021. Please note that this does not guarantee sponsorship for this specific role.
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