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Director of AI Enablement and Implementation

Shop Circle

Shop Circle

Software Engineering, Data Science
Milan, Italy
Posted on Jul 24, 2025

Location: Italy (Remote-friendly or Hybrid)

Seniority: 8 - 15 years of relevant experience

About Us

We are one of Europe’s fastest-growing technology groups, operating a portfolio of B2B software tools used by thousands of companies globally. Our ambition is to become the leading software group in Europe - and AI is a key pillar of that strategy.

We’re investing in AI to accelerate automation, increase efficiency, and modernize operations across Ops, Finance, Development, Product, Customer Experience, and more.

Role Overview

We’re hiring a Director of AI Enablement and Implementation to lead the company-wide adoption and integration of AI-powered tools. This is not a research or AI modeling role. It’s about taking an already AI-friendly organization to the next level: identifying high-impact use cases, deploying the right tools, embedding them into functional workflows, and ensuring strong adoption with measurable ROI.

You will be a cross-functional change agent, ensuring that every team is leveraging AI to work smarter, reduce manual work, and free up time for higher-value activities. You’ll be the driving force behind our AI-first strategy, embedding AI across the company as a core enabler of speed, scale, and efficiency.

What You’ll Do

  • Define and lead the AI enablement roadmap across all departments
  • Translate business needs into concrete, AI-powered solutions using tools like OpenAI, Writer, Jasper, Glean, LangChain, Zapier, etc.
  • Collaborate with Engineering, Product, and Operations to integrate tools via APIs, webhooks, or low-code platforms
  • Build quick proof-of-concepts and pilots to validate use cases
  • Own onboarding, enablement, and internal training to drive AI adoption
  • Track and report on usage, adoption metrics, and business impact
  • Ensure every function is using the best-fit tools for their specific workflows
  • Manage vendor selection, pricing negotiations, and procurement
  • Shape the operational rollout of Shop Circle’s AI-first vision
  • Help implement and scale intelligent agents (e.g., autonomous financial assistants, workflow bots) across our software portfolio

What We’re Looking For

  • 8–15 years in solution engineering, internal tools, technical consulting, or AI/automation delivery
  • Proven success in rolling out tools across departments in fast-paced environments
  • Strong business acumen and the ability to tie automation to real-world outcomes
  • Technically fluent, hands-on, and pragmatic
  • Excellent communicator with both technical and non-technical teams
  • Fluent in English and based in Italy
  • Background in consulting, system integration, or internal innovation teams is a plus

Bonus Experience (Tools & Platforms)

  • Writing & Content: Jasper, Writer, Copy.ai
  • Productivity & Coding: GitHub Copilot, Cursor
  • Knowledge Management: Glean, Dashworks, Hebbia
  • Automation Frameworks: Zapier, LangChain, Crew AI
  • CX Enablement: Intercom Fin, Cohere, Forethought
  • Note-taking & Research: Notion AI, Rewind, Claude
  • Finance & FP&A: Pigment, DataRails, Cube
  • M&A & Strategy: Tegus, AlphaSense, Cascade, Revi

Why Join Us

  • Strategic role reporting directly to senior leadership
  • High-visibility opportunity to shape the AI foundation of a next-gen software group
  • Empower teams to work faster, smarter, and better
  • Entrepreneurial culture with ownership and autonomy
  • Competitive compensation and the chance to drive real transformation

Ready to lead the AI transformation? Apply now and help us shape the future of work at Shop Circle!