AI Transformation Lead

This is a fully remote position, open to applicants in Connecticut.

📋 Description

• Take ownership of the strategic and technical direction for transformation projects within designated accounts.

• Establish the transformation thesis and construct engagements based on fundamental principles.

• Collaborate with Forward Deployed Engineers and Creative Leads to co-create recommendations and timelines.

• Guide clients through comprehensive organizational change and the adoption of AI technologies.

• Navigate the stakeholder landscape, pinpoint obstacles and champions, and foster buy-in.

• Convert generative AI concepts into scalable operating processes.

• Serve as the internal advocate for the customer, providing feedback to Product and Engineering teams.

• Document successful account strategies into replicable Transformation Blueprints.

• Own the client recommendations and narratives surrounding transformation initiatives.

• Monitor enterprise adoption, time-to-value, the quality of transformation narratives, the impact of product feedback, and contributions to Blueprints.

⛳️ Requirements

• Candidates must be located in North America.

• A minimum of 5 years of experience in consulting, agency settings, in-house transformation, program management, or enterprise technology implementation.

• Familiarity with technology, digital strategy, and/or operations is required.

• Experience in marketing, advertising, or agency work is essential.

• A strong academic background in a quantitative or analytical field is preferred.

• AI-native in everyday tasks; proficient in using Claude Cowork.

• Experience with Claude Code or similar agentic tools is a significant advantage.

• Tech-savvy and hands-on; capable of configuring agents, prototyping, and stress-testing recommendations within the Pencil platform.

• Ability to engage in technical discussions with client engineers regarding their technology stack.

• Basic engineering skills, including SQL, scripting, and reading code, are a strong advantage.

• Capable of independently leading client meetings and providing direct feedback.

• Proven track record of delivering complex, cross-functional, and ambiguous projects to a high standard and within deadlines.

🏝️ Benefits

• 25 days of paid time off (PTO) in addition to public holidays, with a Flexible Time Off scheme in place.

• Health insurance and private medical coverage.

• Monthly stipend for wellness, fitness, and professional development.

• Remote work opportunity from anywhere within your home country.

• Enhanced parental leave policies for all parents, whether through birth, adoption, or surrogacy.

• Access to our Pencil office located in The Shard, London for UK-based employees.

• Flexible working hours.