Remote Technical Program Lead for AI & Cloud Transformation

robotsandpencils; United States; Remote; USD 180,000 - 215,000; Full time

Benefits offered by this job

Remote role in the United States

20% client travel

Medical, dental and vision coverage

401(k)

Job summary

Robots & Pencils is seeking an accomplished program leader to drive large, enterprise technology transformations from strategy through delivery. You will coordinate multiple teams, translate business goals into technical plans, and guide AI, cloud, and digital initiatives to measurable business value.

This remote role within the United States requires frequent stakeholder collaboration and travel (~20%). A comprehensive benefits package is provided, including medical, dental, vision, and a

Qualifications

• Experience leading large, complex technology programs with multiple teams.
• Connect business objectives with technical requirements and delivery plans across frontend and backend systems.
• Experience coordinating Agile delivery and managing dependencies, risks, budgets, timelines, and quality.
• Confidence facilitating technical discussions and turning complex problems into actionable work.
• Strong judgment and communication when priorities conflict or information is incomplete.

Responsibilities

• Direct end-to-end delivery of large, multi-workstream transformation programs with an integrated roadmap.
• Break complex programs into sequenced workstreams with clear owners, dependencies, and deliverables.
• Translate business needs into technical requirements and facilitate architecture discussions.
• Set program standards for AI delivery, including evaluation criteria, human review, monitoring, and quality measures.
• Communicate program health across scope, timeline, budget, quality, and business outcomes.

Skills

Leadership

Stakeholder management

Agile delivery coordination

Facilitation

Decision making

Job description

Robots & Pencils is seeking an accomplished program leader to drive large, enterprise technology transformations from strategy through delivery. You will coordinate multiple teams, translate business goals into technical plans, and guide AI, cloud, and digital initiatives to measurable business value.

This remote role within the United States requires frequent stakeholder collaboration and travel (~20%). A comprehensive benefits package is provided, including medical, dental, vision, and a