Technical Program Manager

The role

You will own the end-to-end delivery of large-scale AI, digital, and cloud transformation programs. You will bridge business requirements and technical solutions while leading multiple distributed Agile teams.

What you will do

• Own end-to-end delivery of large-scale AI, digital, and cloud transformation programs
• Break down complex programs into manageable workstreams with clear ownership
• Drive program schedules across multiple concurrent Agile teams
• Define program-level KPIs and governance
• Bridge business requirements and technical solutions
• Facilitate engineering and architecture discussions
• Decompose complex technical problems into actionable solutions
• Own the AI Development Life Cycle at the program level
• Partner with AI engineering leads on model risk and evaluation strategy
• Serve as the senior program partner to client executives

Required qualifications

• 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
• Practical application of frameworks (Well-Architected, Cloud Adoption Framework)
• Strong technical foundation in architecture, frontend and back-end technologies, and cloud-native design
• Track record leading programs where AI/ML or agentic capability was core to the solution
• Demonstrable daily use of AI tools (e.g., Claude)
• Experience with delivery and engineering tooling (e.g., Jira, Confluence, GitHub, Azure DevOps, CI/CD pipelines)
• Comfort operating in ambiguity

Nice to have

• Vertical depth in one or more of Consumer Products and Retail, Education, Energy, Financial Services, Healthcare, or Manufacturing
• Experience delivering agentic, AI co-worker, or app0lied-AI initiatives in enterprise
• Comprehensive knowledge of AWS services, architectures, and best practices
• Owned the end-to-end delivery of complex, multi-workstream agentic AI transformation programs
• Prior career experience in client-facing roles (engagement management, consulting, account leadership)

Benefits

• Paid time off
• Medical/dental/vision insurance
• 401(k)

Before you apply

• An offer of employment may be conditional upon successful completion of a background check

About the company

Robots & Pencils is an applied AI engineering firm building the next frontier of business architecture. They design and ship AI co-workers that integrate into enterprise operations.