Technical Program Manager

🔥 14 minutes ago

🌐 Canada, United States – Remote

🇨🇦 Canada – Remote 🇺🇸 United States – Remote

💵 $191.2k - $238.4k / year

⏰ Full Time

🟡 Mid-level

🟠 Senior

🔧 Technical Program Manager

👻 Ghost score 5%

What it means: the chance that no one is really hiring for this job.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Robots & Pencils

WebsiteLinkedInAll Job Openings

51 - 200 employees

🤖 Artificial Intelligence

🤝 B2B

☁️ SaaS

💰 Venture Round on 2022-04

Artificial Intelligence • B2B • SaaS

Robots & Pencils is a digital innovation firm that specializes in developing digital strategies and products utilizing mobile, web, and frontier technologies to drive transformation for businesses. They focus on areas such as mobile development, product design, UX research, artificial intelligence, machine learning, and organizational change management. With a commitment to blending creativity with technology, they aim to unlock data insights and enhance product innovation, ultimately delivering excellent customer experiences and helping brands gain a competitive edge.

📋 Description

• Own end-to-end delivery of large-scale ($10M+) AI, digital, and cloud transformation programs from strategy and roadmap through launch and realized business value • Break complex programs into manageable workstreams with clear ownership, sequencing, and dependencies • Drive schedules across multiple concurrent Agile teams and maintain an integrated plan • Define program-level KPIs and governance and report program health across scope, timeline, budget, and quality • Bridge business requirements and technical solutions and help drive technical direction • Facilitate engineering and architecture discussions and decompose technical problems into deliverable solutions • Contribute to technical documentation and define documentation standards • Own the AI Development Life Cycle at the program level • Define standards for AI-driven features, including evaluation thresholds, human-in-the-loop checkpoints, and post-launch monitoring • Partner with AI engineering leads on model risk, data readiness, evaluation strategy, and observability • Define success metrics for AI-augmented delivery and drive status visibility across AI pipelines • Evaluate when an agentic approach is inappropriate based on context management, latency, infrastructure, and cost • Use AI tools such as Claude for planning, specifications, reporting, and stakeholder communication • Serve as senior program partner to client executives and manage escalations and trade-off decisions • Communicate schedules, progress, and business impact to stakeholders and senior leaders • Partner with Client Partners on follow-on work and expansion opportunities • Lead and mentor Senior Delivery Managers and Delivery Managers • Shape the company’s delivery practice, tools, and frameworks • Assess staffing and capability gaps and partner on staffing needs and talent • Conduct executive interviews and contribute to go/no-go hiring decisions

🎯 Requirements

• 5+ years of experience leading multiple Agile teams concurrently or at scale • 5+ years of experience leading and delivering enterprise-level IT engagements • Proven track record leading large-scale ($10M+) AI, digital, or cloud transformation programs from strategy through to realized business value • Practical application of Well-Architected and Cloud Adoption Framework frameworks • Strong technical foundation in architecture, frontend and back-end technologies, cloud-native design, technical requirements, and functional specifications • Experience leading programs where AI/ML or agentic capability was core to the solution, including model risk, evaluation, client expectations, human-in-the-loop checkpoints, and monitoring • Demonstrable daily use of AI tools such as Claude • Experience with Jira, Confluence, GitHub, Azure DevOps, and CI/CD pipelines • Comfort operating in ambiguity and bringing growth conversations forward with Client Partners • Background check may be required as a condition of employment

🏖️ Benefits

• Paid time off • Medical insurance • Dental insurance • Vision insurance • 401(k)

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