Location: Milan, Italy (Remote-friendly or Hybrid)
Seniority: 8-15 years of relevant experience
About Shop Circle
We are one of Europe’s fastest growing AI-driven software groups, on a mission to power the infrastructure of modern enterprises.
Backed by more than $150M in funding, we have completed 16 acquisitions in just four years, building a portfolio of mission‑critical software that is redefining how businesses work, scale, and stay ahead.
At Shop Circle, we embed AI‑powered tools into the core of business operations, making work faster, smarter, and truly future‑ready. Today, more than 140,000 companies, from lean SMBs to global enterprises, rely on us to run their most essential operations every day.
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 impactEnsure 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 join us?
Apply now and help shape the future of AI‑driven enterprise software at Shop Circle!
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