
Les Ottolenghi
Les Ottolenghi is a globally recognized technology and business transformation leader whose expertise spans artificial intelligence, cybersecurity, digital transformation, and strategic innovation. With over two decades of experience leading Fortune 100 companies, startups, and global enterprises, Les combines visionary leadership with a passion for driving impactful change.
Innovative Technology Executive - AI Thought Leader - Digital Transformation Strategist
Professional Experience
Described briefly my professional
background, skills, and accomplishments.
Chief Commercial and Transformation Officer at Lee Enterprises, Inc.
Les leads AI initiatives and strategic partnerships for Lee Enterprises, one of the largest news publishing organizations in the U.S., modernizing operations and delivering innovative content solutions.
- AI Innovation: Introduced AI tools to streamline workflows and improve content delivery.
- Strategic Partnerships: Developed collaborations that integrate advanced technologies.
- Business Transformation: Oversaw initiatives aligning technological advancements with business goals.
Executive Vice President, Chief Commercial Officer, and Former CITO at Stride, Inc.
At Stride, Inc., Les provided executive leadership in commercial strategy, partnerships, and technology innovation. His work focused on transforming education through technology and personalized learning solutions.
- Digital Learning Innovation: Oversaw the integration of AI-driven tools to improve learning outcomes and operational efficiency.
- Commercial Strategy: Led efforts to expand Stride’s reach through strategic partnerships and innovative business models.
- Technology Leadership: As Chief Information and Technology Officer (CITO), modernized the company’s infrastructure to support scalable growth and enhance digital offerings.
Chief Information Officer (CIO) at Caesars Entertainment Corporation
Les directed digital transformation efforts, integrating advanced technologies to enhance customer experiences and streamline operations.
- Digital Ecosystem: Implemented data analytics and IoT-based innovations.
- Cybersecurity Leadership: Established robust security frameworks to protect digital assets.
Senior Vice President and CIO at Las Vegas Sands Corporation
Les drove IT strategy for one of the world’s premier luxury hospitality brands, enhancing global operations and guest services.
- Global IT Leadership: Upgraded infrastructure and introduced digital innovation.
- Enhanced Guest Experience: Delivered solutions redefining luxury hospitality.
Co-Founder and CEO of Plat4m Technologies
Les co-founded a technology startup focused on providing innovative SaaS solutions tailored to address complex business needs.
- SaaS Innovation: Introduced scalable cloud-based technologies.
- Entrepreneurship: Fostered a dynamic and results-driven organizational culture.