C-Suite Executive | CITO| Devoted to ESG | Podcast Host |



As of June 2021, I have been recruited as the CITO to Stride Inc. a technology-based learning company to establish best-in-class IT solutions to ensure applications, platforms infrastructure, processes, and operations are efficient, reliable, scalable, and secure.

Technology will solve some of the world’s biggest challenges and can help humanity rediscover its best instincts and behaviors. I am an optimist not purely by nature but by fact and application. This approach to life has driven and guided some of the most meaningful projects I have committed to in my career. Recently, I co-founded Net Effects Podcast, Net Effect Ventures, and the Zen Nest retreat in Southern Utah.

With the advent of a digital era, my focus is on answering big challenges that leverage modern, scalable IT network and software infrastructure and application architectures. I provide expertise in digital transformation through the use of technologies for companies ranging from Fortune 500 companies to industry-disrupting startups. I am passionate about diving into creative thought processes and cultivating billion-dollar opportunities that change the digital landscape.

My strengths and expertise are in strategic planning, technology business management, IT realignment offshoring and outsourcing models, cybersecurity framework, IT governance/compliance, cloud and e-commerce solutions, and the ITIL framework. I have built two major enterprises’ IT departments and several companies from the ground up, and have had the pleasure of building and providing leadership to global, cross-functional teams of up to 1,000+ employees and outsourced professionals.

I am humbled to have been described as “extraordinary” by the founder, chairman, and CEO of Las Vegas Sands at the 2014 annual shareholders’ meeting. I am deeply appreciative of the mentors and inspiring leaders that have shared their wisdom and insight with me over the years, including Professor Jeff Rosensweig, Professor Al Hartgraves, Dr. Robert Kazanjian, and Dr. Pete Sealey. Special thanks and gratitude to Dick Smith, Mike Leven, Mark Frissora, Dr. Ron Frank, Andrea Herschatter, Dr. Robert Rippee, and Mylle Bell Mangum. And with great appreciation for their understanding of my dedication, my family is a blessing I am most fortunate to have and could not succeed without.

Previous Experience

CAESARS ENTERTAINMENT, Las Vegas, NV, 2016 to 2020

Hired to digitally transform Caesars to cloud platforms for marketing, finance, human resources, cyber-security, gaming, hospitality, and employee productivity. Report directly to Chief Executive Officer. Staff: 610+

  •  Led IT transformation shifting to digital business while optimizing revenues and reducing costs.
  •  Implemented Oracle, Salesforce, Infor, Azure, O365, AWS, and Cloud Platforms on time and on budget.
  • Developed and successfully rolled out multimillion-dollar 5 year ROI IT roadmap that includes cloud, mobile, cyber-security, innovation, and governance initiatives.
  • Implemented data center transformation and network infrastructure modernization connecting the company throughout North America.
  • Developed a digital framework for deploying advanced display, mobile, and wearable technologies to support real-time marketing programs.
  • Established NIST framework; moved from tier one to tier 2 and doubled security controls. Reduced critical incidents to an all-time low.
  • Successfully implemented Oracle, Salesforce, Azure, Infor, and AWS cloud environments for full ERP, Marketing, Retail, Cloud, and Mobile-first business transformations.
  • Deployed a zero-trust cybersecurity approach and real-time data analytics for physical threat detection.
  • Reduced IT systems by 87%. Trimmed sales reporting time by 85% and reduced ticket volume by 50%.
  • Personally cultivated C-level relationships with the world’s leading technology companies.
  • Built inaugural relationships with top-3 venture capital firms from Silicon Valley.
  • Initiated an innovation program that resulted in 2 new profitable business lines: eSports & Drone Racing.


  • Consumer-Centric Applications Development 80%
  • Cyber Security Framework 95%
  • Cloud Solutions 87%

SANDS CORPORATION, Las Vegas, NV, 2013 to 2016

Designed and deployed modern, scalable IT network and software infrastructure to replace unprofitable, siloed legacy systems. Integrated casino gaming, hospitality, and resort retail systems from the leading global technology providers into a unified IT services platform. Straddled both CIO and CTO roles; oversaw global IT staff: 1,000+.

  • Protected $11B in gross revenues; reversed potentially crippling cyber-attack and drastically diminished the threat of future security breaches by creating the company’s first cyber defense organization and the largest cybersecurity initiative in the gaming industry.
  • Improved regulatory compliance on data privacy and gaming and SOX compliance through automation and process improvement including identity access management and secure single sign-on systems.
  • Delivered a strategic framework for the ten-fold increase in the value of IT investments while shaving off $200M+ in future operating and capital expenditures representing a 33% decrease. Transformed the IT function at the enterprise level through process modernization, system unification, and technology standards.
  • Introduced enterprise architecture and first modern SDLC transforming from Waterfall to Agile.
  • Initiated governance framework for IT projects and IT financial management and investments.
  • Achieved a 99.16 incident resolution SLA response rate and elevated network availability to 99.9%.
  • Positioned Sands as a leader in IT innovation. Launched an innovation framework for incubating “leading-edge” technologies through strategic relationships with Silicon Valley technology leaders and leading venture capital firms.



CIO Les Ottolenghi graciously accepted the CIO100 Award. Caesars was nominated and recognized for using I.T. to create competitive advantage, customer experience, and fiscal impact. Caesars is the only gaming company to be recognized with this honor for the CIO 100 Symposium.

CIO Breakaway Leadership Award for Innovation

If you placed your bets on Les, you’d win! The Caesars CIO won our Breakaway Leadership Award in the Innovation category. Caesars I.T. was recognized on the global stage at the annual Global CIO Breakaway Leadership Awards. Les and Caesars I.T. were selected as the winner in the Innovation category

CIO Breakaway Leadership for Impact

Les Ottolenghi accepted the 2019 CIO Breakaway Leadership for Impact, sponsored by Evanta, a Gartner Company.