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Pencil is an advertising technology SaaS company leveraging Generative AI to transform content creation. The company's mission is to democratize AI-powered advertising across businesses of all sizes.
You will serve as the strategic and technical owner of transformation engagements for a defined set of accounts. You will be the most informed voice on what Pencil should deliver to each client and how the work gets executed. Your responsibilities span setting the transformation thesis, structuring engagements from first principles, co-designing recommendations with Forward Deployed Engineers and Creative Leads, leading clients through enterprise-wide change, and owning quality and performance post-launch.
Key Responsibilities:
- Own the narrative and strategic/tactical plan driving each engagement, setting the transformation thesis and co-designing recommendations with technical and creative partners
- Take ambiguous client problems and structure them into clear hypotheses, workstreams, and sequenced decisions
- Lead clients through enterprise-wide AI transformation, moving beyond siloed pilots into integrated workflows; navigate complex stakeholder landscapes and engineer buy-in for scaled adoption
- Translate abstract GenAI concepts into clear, repeatable operating processes clients can execute confidently
- Act as the voice of the customer internally, feeding product and engineering insights to keep Pencil's roadmap enterprise-ready
- Codify successful engagement patterns into repeatable Transformation Blueprints for team-wide adoption
Success is measured by enterprise adoption depth/breadth, time-to-value, quality of transformation narrative execution, product feedback impact, and blueprint contribution.
Requirements:
- Minimum 5 years' experience in consulting, agency, in-house transformation, programme management, or enterprise technology implementation, with exposure to technology, digital strategy, and/or operations
- Strong academic record in a quantitative or analytical discipline preferred
- AI-native in day-to-day work; already use Claude or similar agentic tooling; proactive about automation
- Tech-fluent and hands-on; comfortable configuring AI agents, prototyping, stress-testing recommendations, and holding technical conversations with client engineers; SQL, scripting, and code-reading skills are a strong plus
- Confident with senior stakeholders; can lead client meetings independently, give direct feedback, and stay composed during scope shifts
- Track record of delivering complex, cross-functional, ambiguous work to high standards on time
- Marketing, advertising, or agency experience is essential
