AI Learning Strategist (B2B)

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 .

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!