Alessandro Leone

International PR Yacht Club Gaeta|Founder, President & CEO CLAIRE AI|CEO AP TRANSITION|Rotary International ICC Executive Council 26/28 & Deputy Chair ICC ITA-MA-SM /MZ| President Arpino Dante Youth|Chairman ASA OGATC

Greater Milan Metropolitan Area

About

Alessandro is the Founder, President & CEO of CLAIRE AI, where he guides the company’s global strategy, innovation framework, and long-term value creation. His professional identity stands at the crossroads of artificial intelligence, executive leadership, finance, and humanities, merging strategic vision with operational rigor to shape a new AI ecosystem. Alessandro is also CEO & Co-Founder at AP Transition, Deputy Chair of the National Section Intercountry Committee (CIP) Italy Malta San Marino / Mozambique at Rotary International, Board Member of Rotary International Intercountry Committees (ICC) Executive Council 26/28, President & Chairman Youth Section of Società Dante Alighieri Arpino, Chairman & Vice President ASA OGATC, President Professional Development Commission of Rotaract Club Cassino, with roles in managerial finance within the broader Rotary International network. From 2019 to 2022, he was General Director & Chief Executive Officer of “E. Nardone” Astronomical Observatory in Casalattico, leading a full operational renaissance of the institution. His tenure marked a renewed era of innovation, accessibility, and cultural relevance, restoring the observatory to its role as a central hub for astronomical knowledge and community development. He has received prestigious recognitions for leadership and community impact, and has been nominated by Nova Italy 111 as one of the potential top young talents under 25 in the nation, At CLAIRE AI, Alessandro leads with a principle that defines the company’s identity: AI must anticipate the future, while remaining deeply human-centric. Under his direction, CLAIRE AI is building a landscape in which innovation, scalability, and ethical responsibility converge, transforming artificial intelligence into a catalyst for empowerment for businesses, institutions, and society. He studies at Università Cattolica del Sacro Cuore of Milan (Humanities), specialized at SDA Bocconi School of Management with courses in Corporate & Business Management, The London School of Economics and Political Science with courses in Business Management, Risk and Crisis Management and Managerial Finance, in AI at Columbia University. Specialized in Corporate Finance, M&A, Business Management and Investment Banking with courses from Bank of America, Goldman Sachs, JPMorgan, Clifford Chance and Lloyd Banking Group and executive training with the New York Jobs CEO Council and 24Ore Business School. He received his secondary education at prestigious Liceo Classico Tulliano of Arpino within the Cambridge International School program.

Experience

  • Yacht Club Gaeta (Gaeta, Latium, Italy)
    • International PR
      Jun 2026 - Present · 1 mo

      As International PR of Yacht Club Gaeta E.V.S., I am responsible for developing and strengthening the Club’s international relationships, visibility, and reputation across the global sailing and yachting community. My role is centered on building meaningful connections between Yacht Club Gaeta and leading yacht clubs, institutions, businesses, sponsors, media organizations, and key stakeholders worldwide. Through strategic networking, partnership development, and international engagement, I contribute to positioning Yacht Club Gaeta as a recognized and respected player within the international maritime landscape. Working closely with the Club’s leadership, I support initiatives aimed at expanding our global presence, creating new opportunities for collaboration, and promoting the excellence of Gaeta as a premier destination for sailing, yachting, sport, and maritime culture. Guided by the vision of “Bringing Gaeta to the world and the world to Gaeta,” my mission is to foster relationships that generate long-term value, strengthen international cooperation, and contribute to the continued growth, prestige, and global recognition of Yacht Club Gaeta.

    • Associate
      Jan 2026 - Present · 6 mos

      As an Associate Member of Yacht Club Gaeta E.V.S., I actively contribute to the Club’s mission of promoting excellence in sailing, maritime culture, and international engagement. Being part of a dynamic and forward-looking organization provides the opportunity to collaborate with passionate professionals, sailors, institutions, and industry leaders who share a common commitment to innovation, sportsmanship, and the development of the maritime sector. Through my involvement, I support initiatives aimed at strengthening the Club’s network, fostering meaningful relationships, and promoting the values that have made Yacht Club Gaeta a respected name within the Italian and international sailing community. Proud to be part of an organization that continues to combine tradition, vision, and ambition while contributing to the growth of sailing and the international visibility of the city of Gaeta.

  • CEO & Co-founder at AP Transition
    Apr 2026 - Present · 3 mos

    As CEO & Co-Founder of AP Transition, I lead a project built to empower businesses to grow, scale, and succeed in an increasingly complex and competitive landscape. AP Transition was created with a clear ambition, to become a strategic partner for companies navigating transformation. We deliver tailored B2B services that combine high-level consultancy, business services, and operational support, helping organizations unlock new opportunities and turn vision into concrete, measurable results. We operate at the intersection of strategy and execution. From identifying the right partners and enabling high-value connections, to supporting critical decision-making and optimizing business operations, our work is designed to create real impact. Our approach is pragmatic, results-driven, and deeply client-centric, grounded in a strong understanding of business dynamics and a constant focus on performance. By integrating strategic advisory with hands-on execution, we support companies in strengthening their competitiveness, entering new markets, and achieving sustainable growth. We believe in long-term partnerships built on trust, performance, and shared ambitionk, because we don’t just advise businesses, we position them ahead of change.

  • CLAIRE AI (Milan, Lombardy, Italy · On-site)
    • Founder
      Aug 2024 - Present · 1 yr 11 mos

      As Founder of CLAIRE AI, I focus on shaping the company’s vision and redefining how Artificial Intelligence integrates with people, ideas, and industries. My role is to set the cultural and innovative foundation of the startup, ensuring that AI is not only cutting-edge but also ethical, human-centered, and impactful. Driven by curiosity and creativity, I work to bring AI closer to every sector, building a future where technology enhances human potential and drives meaningful progress.

    • CEO Amministratore Delegato
      Aug 2024 - Present · 1 yr 11 mos

      As CEO of CLAIRE AI, I lead the company’s strategy, governance, and growth. My responsibility is to translate vision into execution, designing sustainable business models, guiding a talented team of professionals, and fostering partnerships that expand our impact across industries. I ensure that our tailor-made AI solutions deliver measurable value to clients, while positioning CLAIRE AI as a trusted partner in digital transformation. Through foresight, leadership, and execution, I drive the company toward long-term innovation and success.

    • President
      Aug 2024 - Present · 1 yr 11 mos

      As President of CLAIRE AI, I focus on building high-value relationships with investors, partners, and stakeholders to accelerate growth and scale our impact. My role is to secure strategic opportunities, foster innovation-driven collaborations, and position CLAIRE AI as a leading player in the AI and digital innovation ecosystem. By combining vision with financial sustainability, I ensure the company remains attractive to investors while delivering long-term value and competitive advantage to our clients.

  • Rotary International (1 yr 11 mos)
    • Rotary ICC Executive Council Board Member 26/28
      Jan 2026 - Present · 6 mos

      As a Board Member of the Rotary International Intercountry Committees (ICC) Executive Council 26/28, I contribute to the strategic governance and international development of the ICC network, which connects Rotary districts and clubs across countries to foster cooperation, cultural exchange, and global service initiatives. In this role, I participate in defining institutional priorities, supporting cross-border partnerships, and guiding the growth of international committees that advance Rotary’s mission of peacebuilding, humanitarian service, and international understanding. I collaborate with Rotary leaders worldwide to strengthen organizational alignment, expand international outreach, and promote sustainable, high-impact projects across multiple regions. Through this appointment, I actively support the evolution of Rotary’s international relations framework, helping to build enduring connections between communities and leaders across continents.

    • Deputy Chair National Section CIP ITALY MALTA SAN MARINO / MOZAMBIQUE
      Jan 2026 - Present · 6 mos

      As Deputy Chair of the National Section Intercountry Committee (CIP) Italy Malta San Marino / Mozambique, I support the strategic development of international cooperation between Rotary communities across Europe and Southern Africa. In this role, I contribute to strengthening foreign relations and institutional dialogue between partner countries, fostering cultural exchange, humanitarian collaboration, and sustainable development initiatives. My work focuses on building bridges between Rotary clubs and local communities, facilitating knowledge transfer, resource mobilization, and joint service projects aimed at improving education, healthcare, infrastructure, and economic opportunities for local populations. Through this position, I actively promote international solidarity, people-to-people diplomacy, and long-term cooperation frameworks that empower local communities and advance Rotary’s global mission of service and peace.

    • Rotary ICC-Rotaract Relations Delegate 26/28
      Jan 2026 - Present · 6 mos

      As Rotary ICC–Rotaract Relations Delegate, I serve on the Rotary International Intercountry Committees (ICC) Executive Council with the mission of strengthening collaboration between Rotary and Rotaract networks at an international level. In this role, I act as a strategic liaison between Rotaract communities and Rotary ICC structures, fostering cross-border partnerships, joint service initiatives, youth engagement, and leadership development programs. My work focuses on enhancing communication channels, supporting institutional alignment, and creating opportunities for Rotaractors to actively contribute to international Rotary diplomacy and cooperation. Through this position, I contribute to building sustainable bridges between generations of Rotary leadership, promoting global citizenship, cultural exchange, and impactful service projects across multiple countries.

  • Società Dante Alighieri (Arpino, Latium, Italy · Hybrid)
    • President Youth Section Arpino Committee
      Apr 2024 - Present · 2 yrs 3 mos

    • Chairman of the Board Arpino Committee
      Mar 2024 - Present · 2 yrs 4 mos

    • Vice President Youth Section Arpino Committee
      Jul 2023 - Apr 2024 · 10 mos