AI Learning Strategist

Reposted 8 Days Ago
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Milano, ITA
Hybrid
Mid level
Edtech • Marketing Tech • Software
The Role
The AI Learning Strategist will identify AI opportunities, design transformation initiatives, create prototypes, and facilitate AI adoption with corporate clients.
Summary Generated by Built In

About us

Talent Garden is a leading AI Transformation school in Europe, empowering individuals and organizations to thrive in the innovation ecosystem through diverse learning experiences. With online, offline, and hybrid courses, corporate programs and work and events spaces we offer an unparalleled vision to combine work life and learning.

Founded in Italy in 2011, Talent Garden has trained over 25,000 professionals in digital skills and business innovation, developed tailored corporate education programs for Fortune 500 companies, and built a network of 11 campuses in 4 countries, hosting over 4,500 innovators from startups, corporate labs, investors, and SMEs.

Today, our focus is on helping organizations adopt AI as a driver of business transformation, combining strategic advisory with hands-on implementation.

The role

We are on the lookout for an AI Learning Strategist to join our Strategy team within the B2B Corporate Transformation business unit. In this role, your mission will be to identify high-impact AI opportunities with our corporate clients, shape practical AI-enabled solutions through discovery and rapid prototyping, and
translate them into structured transformation programs and learning pathways ready for delivery.

Responsibilities

  • Conduct discovery workshops with C-level stakeholders to identify business pain points and prioritize high-impact AI use cases.
  • Design AI-enabled transformation initiatives and learning programs, translating strategic objectives into structured adoption paths.
  • Build rapid proofs of concept and prototypes using GenAI tools, prompt engineering, and automation platforms (e.g. Microsoft Copilot, Claude, Google Gemini, OpenAI APIs, n8n, Make or similar tools).
  • Analyze AS-IS process and workflows and design TO-BE AI-augmented processes to unlock automation, productivity gains, and improved operating models.
  • Translate AI capabilities into clear business outcomes, connecting technologies such as LLMs, embeddings, or automation workflows to operational impact.
  • Structure proposals, adoption roadmaps, and solution architectures to support AI-enabled transformation initiatives.
  • Define guardrails for responsible AI adoption, addressing data privacy, security, compliance, and the management of “Shadow AI”.
  • Craft narratives and learning pathways that help leaders, HR teams, and employees move from experimentation to structured AI adoption.
  • Collaborate with the Strategy team and act as a subject matter expert on AI transformation across projects.

About you

Ideally, you are a strategist with a builder mindset, comfortable engaging with executive stakeholders while also experimenting hands-on with AI tools to turn ideas into tangible solutions.

On top of this, you:

  • Bring 4+ years of experience in consulting, system integration, IT, innovation, digital transformation, or capability-building environments, working at the intersection of strategy, technology, and organizational change.
  • Have at least 1+ year building production-grade or client-facing AI workflows, not just personal experimentation using tools such as Claude, Gemini, OpenAI APIs, n8n, Make, or similar platforms.
  • Demonstrate strong AI and tech literacy, with the ability to explain AI concepts clearly, facilitate AI discovery workshops with clients, and identify high-impact automation or AI adoption opportunities.
  • Demonstrate strong mastery of the GenAI ecosystem, including LLM architectures, emerging capabilities, and practical applications of AI tools in business contexts; certification of Microsoft Copilot / Microsoft ecosystem is considered a plus.
  • Interact confidently with senior stakeholders, navigating complex organizational dynamics and challenging assumptions when needed.
  • Work effectively both independently and as part of the Strategy team, collaborating closely with the Client and Delivery teams to shape impactful AI-enabled solutions.
  • Have native-level proficiency in Italian and professional fluency in English.
  • Are based in Milan or Rome, or able to travel regularly to these locations.

Perks and benefits

  • Hybrid work environment, combining remote flexibility with regular on-site collaboration across our campuses
  • Free access to all our co-working spaces across Europe and all our Master courses
  • Meal vouchers and a €1,000 welfare budget to spend as you like
  • Mum&Dad policy offering (even more) flexible remote work options for expecting parents, a €1,000 bonus, and additional leave for dads to bond with their child
  • An extra 6 working days of vacation each year, on top of local regulations
  • December 24 and 31 automatically become holidays when they fall on weekdays
  • Company-provided MacBook
  • Access to discounts, events, and networking opportunities at our co-working spaces
  • P.S. We’re pet-friendly, so you’re welcome to bring your furry friend to work!

Selection process

Submit your application. Send us your CV and feel free to showcase your personality. If you prefer a creative format, go ahead.

First interview. Selected candidates will be invited to an initial video call with our Talent team. Make sure to check out our company page beforehand.

Next steps. For this role, there will be a couple of rounds of interviews, one of which will include a project work assignment.

Final step. The last stage in the process is a call with our CEO.

At Talent Garden, diversity is our strength. We're committed to a safe, inclusive environment, welcoming applicants regardless of background. While we set high standards, we encourage individuals, especially women, not to let the fear of not being a perfect fit hold them back. We prioritize talent over traditional qualifications and invite passionate individuals to apply. Your unique strengths could make a valuable contribution to our team!

You can read our privacy policy here.

Skills Required

  • 4+ years of experience in consulting or IT
  • 1+ year building production-grade AI workflows
  • Native-level proficiency in Italian
  • Professional fluency in English
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The Company
HQ: Lombardy, Lombardy
432 Employees
Year Founded: 2015

What We Do

Talent Garden is Europe's leading digital skills academy and founding partner of a global EdTech group, that provides individuals and organisations with the knowledge, spaces and resources needed to transform and thrive within the innovation ecosystem. They offer diverse learning experiences with online, offline and hybrid courses, corporate programs and events and a network of coworking campuses that hosts a vibrant community of digital and tech professionals. Founded in Italy in 2011, Talent Garden’s mission is to empower people and organisations to drive digital transformation through life-changing learning and networking experiences. With an unparalleled vision to combine work life and learning. Talent Garden has already significantly impacted and uplifted professionals and corporations by closing the digital skills gap, training over 25,000 professionals in digital design, marketing, data and hard skills, human resources, business innovation, product management, and cyber security. As one of the fastest-growing companies in Europe, Talent Garden also develops tailored corporate education programs leveraging their expertise in digital transformation and a network of partners such as Google, Procter & Gamble, Cisco, Unilever, leading European banks, institutions and other companies in the Fortune 500 ranking. These transformative experiences go beyond the classroom, with the company enabling powerful connections within the digital and tech ecosystem. Thanks to a network of coworking campuses in 13 countries (Austria, Brazil, Denmark, France, Ireland, Italy, Lithuania, North USA, Singapore, Spain, Sweden, Switzerland and the UK) that hosts not only students but over 45,000 innovators from startups, agencies, corporate labs, freelancers, and SMEs, who are all united by a like-minded vision for digital innovation. Open 24 hours a day, these campuses are designed to encourage collaborations and provide professionals with a physical base to succeed and scale.

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