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The Software Report is pleased to announce The Top 25 Cybersecurity CEOs of 2021. These accomplished executives lead some of the most sophisticated operations that protect businesses and individuals across the globe. Hundreds of exceptional CEOs were nominated in this year’s process representing cybersecurity companies ranging from startups to rapidly growing companies to conglomerates. The one thing, however, that they had in common was the deep respect, and in some cases, admiration they garnered from colleagues in the industry.

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Josh Lospinoso is the Chief Executive Officer of Shift5, which he joined in 2019. Shift5 is a transportation data company whose customers run smarter, safer, and more efficiently by unlocking their fleet’s data. Their data-driven solutions integrate directly onto existing platforms, collecting and enriching data from all of their electronic components.

Prior to joining Shift5, Lospinoso was the CTO of RedOwl Analytics and served in the U.S. Army as captain for 10 years. He remains a Venture Partner of First In. Lospinoso has a doctorate in Philosophy and Statistics from the University of Oxford and a bachelor’s degree in Economics from the United States Military Academy at West Point.


About Shift5

Shift5 secures fleets of the world’s most critical assets and unlocks operational insights that allow them to run smarter, safer, and more efficiently. Their data-driven solutions integrate directly onto existing platforms, collecting and enriching data from all their electronic components.