Remote AI Programs Director — Enterprise Delivery

Robots and Pencils; Myrtle Point (OR); Remote; USD 207,000 - 307,000; Full time

Job summary

Robots and Pencils is seeking a Technical Director to provide senior technical leadership across a large, multi-stream AI program. This is a leadership role focused on shaping architecture, delivery oversight, and client outcomes rather than hands-on coding.

You'll oversee roughly ten concurrent workstreams and up to about a hundred people, aligning strategy with client goals and ensuring production-grade solutions across agentic AI systems.

Qualifications

• Extensive leadership of large, multi-team AI programs.
• Ability to translate architecture into business outcomes.
• Strong communication with senior executives and stakeholders.

Responsibilities

• Provide delivery oversight across agentic AI workstreams to meet client outcomes.
• Validate architectural designs and tradeoffs to catch flaws early.
• Test solutions against client business goals and adjust before milestones.
• Surface risks and blockers from status updates and drive resolution.
• Join sessions to align direction and reset expectations with clients.
• Define standards for production-ready agentic AI, including guardrails.

Skills

Delivery oversight

Architectural depth

Executive communication

Vendor collaboration

Tools

Claude

Cursor

Job description

Robots and Pencils is seeking a Technical Director to provide senior technical leadership across a large, multi-stream AI program. This is a leadership role focused on shaping architecture, delivery oversight, and client outcomes rather than hands-on coding.

You'll oversee roughly ten concurrent workstreams and up to about a hundred people, aligning strategy with client goals and ensuring production-grade solutions across agentic AI systems.