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Leo Rocco has an extensive work experience spanning multiple industries. Leo is currently the Founder and CEO of Confidence Systems, a company that aims to help individuals work smarter and be more transparent. Prior to this, Leo worked as a Venture Advisor at Stanford Graduate School of Business and also founded and served as the CEO of R5Labs, where they implemented the R5 Method for agile software development.

Leo has also authored a book called Winning @ Product Development, which introduces a scalable approach to product development. Leo has held various roles in the investment sector, including being an Investor at Stockpile Inc. Leo's previous experience includes serving as the Chief Product Development Officer at First Data Corporation, where they focused on reinventing customer interactions. Leo was also the Chief Product Officer at Cielo, where they led product and engineering teams in building a payment gateway and developer portal.

One of Leo's notable accomplishments was founding and serving as the CEO of GoPago, a tablet-based commerce platform. Leo raised significant financing and led a team of over 100 people. The company was later acquired by Amazon. Leo also worked at International Business Machines, where they developed big data solutions for IBM's Websphere portfolio and managed relationships with major technology and financial customers.

Earlier in their career, Leo held leadership positions at Parametric Technology Corporation, where they focused on helping companies optimize their product development process through process optimization and technology.

Leo Rocco's education history includes obtaining a Bachelor of Science degree in Mechanical Engineering (BSME) with a focus on Engineering and Information Systems from Kettering University. Leo attended this institution from 1994 to 1999. Additionally, Leo has pursued further education at the Stanford University Graduate School of Business, although specific details such as the degree earned and field of study are unspecified. The time period of their enrollment at Stanford is also not indicated.