AI Transformation Lead

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About the role

  • AI Transformation Lead guiding enterprise adoption of Pencil’s Generative AI advertising SaaS. Structuring client transformations, designing AI processes, and feeding product insights into Pencil’s roadmap.

Responsibilities

  • Own the narrative told to clients and the strategic and tactical plan driving transformation engagements
  • Set the transformation thesis and co-design recommendations with Forward Deployed Engineers and Creative Leads
  • Structure ambiguous client problems into hypotheses, workstreams, and sequenced decisions
  • Lead clients through enterprise-wide transformation and integrated AI-driven workflows
  • Navigate stakeholder landscapes, identify blockers and champions, and engineer buy-in for scaled AI adoption
  • Translate Generative AI concepts into repeatable operating processes
  • Act as the voice of the customer internally, feeding insights to Product and Engineering
  • Codify successful approaches into repeatable Transformation Blueprints
  • Stand behind quality and performance after work ships

Requirements

  • A strong academic record in a quantitative or analytical discipline - STEM, economics, engineering, or business
  • Minimum of 5 years' experience in consulting, in-house transformation, programme management, or enterprise tech implementation
  • Exposure to technology, digital strategy, and/or operations
  • AI-native in day-to-day work; already use Claude Cowork
  • Experience with Claude Code or other agentic tooling is a strong plus
  • Hands-on technical fluency, including configuring agents, prototyping, and stress-testing recommendations in the Pencil platform
  • Ability to hold a technical conversation with client engineers about their stack
  • Lightweight engineering skills such as SQL, scripts, and reading code are a strong plus
  • Confidence with senior stakeholders and ability to lead client meetings independently
  • Track record of delivering complex, cross-functional, often ambiguous work to a high standard and on time
  • Marketing, advertising, or agency experience helps but is not required

Benefits

  • 25 days PTO plus public holidays, although we operate 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, whether you become a parent through birth, adoption or surrogacy
  • Access to our Pencil office in The Shard, London for UK employees
  • Flexible working hours

Job type

Full Time

Experience level

Senior

Salary

Not specified

Degree requirement

No Education Requirement

Tech skills

SQL

Location requirements

RemoteCanada

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