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Ai Learning Strategist

Pubblicato il 09-10-2026 - Talent Garden in Milano

h3About us /h3 pTalent 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.
/p pFounded in Italy in ****, 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 7 campuses in 3 countries, hosting over 4,500 innovators from startups, corporate labs, investors, and SMEs.
/p pToday, our focus is on helping organizations adopt AI as a driver of business transformation, combining strategic advisory with hands?on implementation.
/p h3The role /h3 pWe are on the lookout for an AI Learning Strategist to join our Strategy team within the B2B Corporate Transformation business unit.
/p pIn 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.
/p h3Responsibilities /h3 ul liConduct discovery workshops with C-level stakeholders to identify business pain points and prioritize high-impact AI use cases.
/li liDesign AI-enabled transformation initiatives and learning programs, translating strategic objectives into structured adoption paths.
/li liBuild 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).
/li liAnalyze AS-IS process and workflows and design TO-BE AI-augmented processes to unlock automation, productivity gains, and improved operating models.
/li liTranslate AI capabilities into clear business outcomes, connecting technologies such as LLMs, embeddings, or automation workflows to operational impact.




/li liStructure proposals, adoption roadmaps, and solution architectures to support AI-enabled transformation initiatives.
/li liDefine guardrails for responsible AI adoption, addressing data privacy, security, compliance, and the management of "Shadow AI".
/li liCraft narratives and learning pathways that help leaders, HR teams, and employees move from experimentation to structured AI adoption.
/li liCollaborate with the Strategy team and act as a subject matter expert on AI transformation across projects.
/li /ul h3About you /h3 pIdeally, 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.
/p h3On top of this, you: /h3 ul liBring 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.
/li liHave 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.
/li liDemonstrate 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.
/li liDemonstrate 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.




/li liInteract confidently with senior stakeholders, navigating complex organizational dynamics and challenging assumptions when needed.
/li liWork effectively both independently and as part of the Strategy team, collaborating closely with the Client and Delivery teams to shape impactful AI-enabled solutions.
/li liSpeak Italian at a native level and English at a professional level.
/li liAre based in Milan or Rome, or able to travel regularly to these locations.
/li /ul h3Perks and benefits /h3 ul liHybrid work environment, combining remote flexibility with regular on?site collaboration across our campuses /li liAccess to all our co?working spaces across Europe /li liFree access to all our Master courses /li liMeal vouchers and a €1,000 welfare budget to spend as you like (available only in Italy) /li liMumDad policy offering (even more) flexible remote work options for expecting parents, a €1,000 premio, and additional leave for dads to bond with their child /li liAn extra 6 working days of vacation each year, on top of local regulations /liliDecember 24 and 31 automatically become holidays when they fall on weekdays /li liCompany?provided MacBook /li liAccess to discounts, events, and networking opportunities at our co?working spaces /li liP.S.
We're pet?friendly, so you're welcome to bring your furry friend to work!
/li /ul h3Salary /h3 pThe salary/salary range for the role is ******,*********,00€ gross per year based on the experiences and expertise of the candidate.
/p pAt 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.
/p #J-*****-Ljbffr

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