AI Transformation Lead

At Pencil, we are driving innovation in advertising technology through our state-of-the-art SaaS product, which harnesses Generative AI to redefine content creation. Our mission is to make AI the default in advertising without replacing creative people. To achieve this, we need to make sure that our technology isn't just in the hands of big brands - we need to try to help small businesses and creative individuals too. You will be the strategic and technical owner of transformation engagements on a defined set of accounts. The most informed voice on what Pencil should do for each client and how the work gets done. You set the thesis, structure the engagement from first principles, co-design the recommendations and timelines with Forward Deployed Engineers and Creative Leads, lead the client through the enterprise-wide change required to make it stick, and stand behind quality and performance once the work ships. You own the recommendations and the narrative we tell our clients.

Responsibilities

Implementation Leadership: own the narrative told to the client and the strategic and tactical plan driving the engagement, setting the transformation thesis and co-designing recommendations with Forward Deployed Engineers and Creative Leads; Structured Problem-Solving: structure ambiguous client problems from first principles into hypotheses, workstreams, and sequenced decisions; Change Management Leadership: lead clients through enterprise-wide transformation beyond siloed pilots into integrated, AI-driven workflows, identifying blockers and champions and engineering buy-in; AI Process Design: translate abstract GenAI concepts into clear, repeatable operating processes; Product Feedback Loop: act as the voice of the customer internally, feeding insights to Product and Engineering; Transformation Blueprints: codify what works on accounts into repeatable Blueprints for the team

Requirements

Minimum of 5 years' experience in consulting or an agency setting, in-house transformation, programme management, or enterprise technology implementation, with exposure to technology, digital strategy, and/or operations; Marketing, advertising, or agency experience is essential; Based in North America with consulting and/or agency experience; AI-native in day-to-day work, already using Claude Cowork; Tech-fluent and hands-on, working in the Pencil platform (configuring agents, prototyping, stress-testing recommendations); Able to hold a technical conversation with a client's engineers about their stack; Confident with senior stakeholders, able to carry client meetings alone, give direct feedback, and stay composed when scope shifts; Track record of delivering complex, cross-functional, often ambiguous work to a high standard and on time

Nice to have

Experience with Claude Code or other agentic tooling; Lightweight engineering skills such as SQL, scripts, and reading code

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 your home country; Enhanced parental leave policies (birth, adoption, or surrogacy); Access to the Pencil office in The Shard, London for UK employees; Flexible working hours