AI Transformation Lead

Pencil • Atlanta, GA

1d • Remote

About The Position

At Pencil, the AI Transformation Lead is the strategic and technical owner of transformation engagements for a defined set of accounts. The role determines what Pencil should do for each client and how the work should be delivered, setting the transformation thesis, structuring engagements from first principles, co-designing recommendations and timelines with Forward Deployed Engineers and Creative Leads, and leading clients through the enterprise-wide change needed to make adoption stick. The role owns client recommendations and the transformation narrative, and is accountable for quality and performance after launch.

The position translates ambiguous client challenges into actionable hypotheses, workstreams, and sequenced decisions; designs repeatable AI-enabled operating processes; and helps organizations move from isolated pilots to integrated workflows. It also represents customer needs internally to Product and Engineering and codifies successful engagements into reusable Transformation Blueprints.

The successful candidate is comfortable with ambiguity, senior client stakeholders, and technical discussions, and is hands-on with Pencil and AI tools. Success is measured by enterprise adoption, time-to-value, the quality and performance of transformation recommendations, the impact of product feedback, and contribution to reusable blueprints.

Requirements

• Strong academic record in a quantitative or analytical discipline, such as STEM, economics, engineering, or business.
• At least 5 years of experience in consulting, in-house transformation, programme management, or enterprise technology implementation, with exposure to technology, digital strategy, and/or operations.
• Uses AI tools in day-to-day work and already uses Claude Cowork.
• Hands-on and technically fluent, including ability to configure agents, prototype, and stress-test recommendations in the Pencil platform.
• Able to hold technical conversations with client engineers about their technology stack.
• Confident engaging senior stakeholders, leading client meetings independently, giving direct feedback, and remaining composed when scope changes.
• Track record of delivering complex, cross-functional, often ambiguous work to a high standard and on time.
• Comfortable with ambiguity and change, and able to act as a trustworthy partner through unfamiliar transformations.
• Willing to challenge clients' existing ways of working when appropriate and focused on measurable impact.

Nice To Haves

• Experience with Claude Code or other agentic tooling.
• Lightweight engineering skills such as SQL, scripting, or reading code.
• Marketing, advertising, or agency experience.

Responsibilities

• Own the client-facing narrative and strategic and tactical plan for transformation engagements.
• Set the transformation thesis and co-design recommendations with Forward Deployed Engineers and Creative Leads.
• Structure ambiguous client problems into clear hypotheses, workstreams, and sequenced decisions.
• Lead clients through enterprise-wide transformation, including stakeholder alignment, blocker identification, and scaled AI adoption.
• Translate generative AI concepts into clear, repeatable operating processes for client teams.
• Represent customer needs internally by sharing product insights with Product and Engineering.
• Document successful approaches as repeatable Transformation Blueprints for team adoption.
• Configure agents, prototype solutions, and stress-test recommendations in the Pencil platform.
• Deliver complex cross-functional work to a high standard and on time.
• Track engagement outcomes, including adoption, time-to-value, recommendation quality and performance, product feedback impact, and blueprint contribution.

Benefits

• 25 days PTO plus public holidays, with a Flexible Time Off scheme.
• Health insurance / private medical cover.
• Monthly stipend towards wellness, fitness, and learning and development.
• Remote work from anywhere in the employee's home country.
• Enhanced parental leave policies for parents through birth, adoption, or surrogacy.
• Access to the Pencil office in The Shard, London for UK employees.
• Flexible working hours.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed