AI Transformation Lead

Posted Oct 21

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

πŸ“‹ Description

β€’ Take ownership of the narrative presented to clients and the strategic and tactical plans that guide transformation engagements.

β€’ Define the transformation thesis and collaboratively design recommendations alongside Forward Deployed Engineers and Creative Leads.

β€’ Break down ambiguous client challenges into hypotheses, workstreams, and sequential decisions.

β€’ Guide clients through comprehensive transformation initiatives and integrated AI-driven workflows.

β€’ Navigate stakeholder landscapes to identify blockers and champions, while fostering buy-in for widespread AI adoption.

β€’ Convert Generative AI concepts into repeatable operational processes.

β€’ Represent the voice of the customer internally, providing insights to Product and Engineering teams.

β€’ Document successful methodologies into repeatable Transformation Blueprints.

β€’ Uphold quality and performance after project completion.


⛳️ Requirements

β€’ A strong academic background in a quantitative or analytical field such as STEM, economics, engineering, or business.

β€’ At least 5 years of experience in consulting, in-house transformation, program management, or enterprise technology implementation.

β€’ Familiarity with technology, digital strategy, and/or operations.

β€’ An AI-native approach in daily tasks; currently using Claude Cowork.

β€’ Experience with Claude Code or similar agentic tools is highly advantageous.

β€’ Practical technical proficiency, including agent configuration, prototyping, and stress-testing recommendations within the Pencil platform.

β€’ Capability to engage in technical discussions with client engineers regarding their tech stack.

β€’ Basic engineering skills such as SQL, scripting, and code comprehension are highly beneficial.

β€’ Confidence in engaging with senior stakeholders and leading client meetings autonomously.

β€’ A proven record of delivering complex, cross-functional, and often ambiguous work to a high standard and within deadlines.

β€’ Experience in marketing, advertising, or agency work is beneficial but not mandatory.


🏝️ Benefits

β€’ 25 days of PTO in addition to public holidays, with a Flexible Time Off scheme in place.

β€’ Health insurance and private medical coverage.

β€’ Monthly stipends for wellness, fitness, and professional development.

β€’ Remote work flexibility, allowing you to work from anywhere within your home country.

β€’ Enhanced parental leave policies applicable for all forms of parenthood including birth, adoption, or surrogacy.

β€’ Access to our Pencil office located in The Shard, London for employees based in the UK.

β€’ Flexible working hours.

People also viewed

Invisible Technologies13 hours ago

Bengali Language Specialist – Freelance AI Trainer

BD flagBangladesh OnlyFreelanceArtificial Intelligence$6 – $65/hour
ApplyView job
Invisible Technologies13 hours ago

Belarusian Language Specialist, Freelance AI Trainer

PL flagPoland OnlyFreelanceArtificial Intelligence$8 – $65/hour
ApplyView job
Invisible Technologies13 hours ago

Bulgarian Language Specialist – Freelance AI Trainer

BG flagBulgaria OnlyFreelanceArtificial Intelligence$8 – $65/hour
ApplyView job
Invisible Technologies13 hours ago

Bengali Language Specialist – Freelance AI Trainer

IN flagIndia OnlyFreelanceArtificial Intelligence$6 – $65/hour
ApplyView job
Invisible Technologies13 hours ago

Burmese Language Specialist – Freelance AI Trainer

TH flagThailand OnlyFreelanceArtificial Intelligence$8 – $65/hour
ApplyView job
Invisible Technologies13 hours ago

Cantonese Language Specialist – Freelance AI Trainer

MY flagMalaysia OnlyFreelanceArtificial Intelligence$8 – $65/hour
ApplyView job

Never miss a great job!

Get handpicked remote jobs straight to your inbox weekly.

Trusted by 7,400+ designers