Our Team

Rob DeSantis
Interim Chief Executive Officer and Founder
As a former co-founder of Ariba running sales, Rob has deep expertise in the procurement space, having helped propel Ariba from zero to $250 million in revenue in four years and IPO of the year in 1999 before its acquisition by SAP a decade later. In addition to co-founding Ariba, Rob was also an early angel investor and board member of LinkedIn, the world’s largest professional online network.
More recently, Rob served as an investor and advisor to a small portfolio of companies including Bloom Energy, AEye, Inc., HiQ Labs, Agiloft, USEND and more. He is also a co-founder of Dibbs Technology and TrueParity. Rob holds a BSME from the University of Rhode Island.

Edmund Zagorin
Chief Strategy Officer and Founder
Edmund Zagorin is a proud procurement nerd obsessed with the power of recommendations to fix broken processes and supply chains. Prior to founding Arkestro, Edmund worked as a consultant focused on data-driven supplier negotiations for large healthcare providers, contract manufacturers and multi-campus retail brands. Edmund is widely recognized as a thought leader on the emerging role of machine learning and artificial intelligence in procurement and has presented executive briefings on this topic to leadership teams at 3M, BASF, General Motors, Volkswagen, PwC, Kearney, EY, Accenture, OneValley, Plug & Play Tech Center and has been featured by Forbes, Shared Services and Outsourcing Network and ProcureTech.

Caroline Cioe
Senior Vice President of Sales
Caroline Cioe is a dynamic sales leader with over 20 years of experience building high-performance teams within the enterprise software and supply chain industries. As Senior Vice President of Sales at Arkestro, she is at the forefront of driving growth for the leading Predictive Procurement platform. Under her leadership, Arkestro empowers customers to achieve significant cost savings through innovative solutions that leverage behavioral science, game theory, and machine learning.
Previously, Caroline served as Vice President of Sales at SAP, where she spearheaded strategies that enhanced supply chain efficiencies across top enterprises. Her career includes key roles such as Senior Account Executive at LevaData, where she helped global enterprises transform their procurement strategies to improve margins and reduce costs.
Her proven track record at top organizations like SAP, i2 Technologies, and Motorola highlights her expertise in value-driven sales and customer-centric strategies. She has effectively led teams across various sectors, including high tech, oil and gas, and consumer goods, demonstrating a strong commitment to leveraging technology to solve complex business challenges.
Educationally, Caroline holds an MBA from Arizona State University, a Master’s in Project Management from George Washington University, and a Bachelor’s in Supply Chain Management from Michigan State University. She is also deeply committed to supporting and empowering women in supply chain and AI, advocating for greater representation and opportunities within these industries.

Ben Leiken
Chief Technology Officer
Passionate about solving massively complex problems with cutting edge technology and an obsession with user-centric design, Ben jumped at the chance to climb aboard the Arkestro rocketship. Ben is responsible for the company’s Product strategy. Prior to joining, Ben spent 5 years in Engineering and Product Management roles at SurveyMonkey, focusing on the company’s Mobile and Enterprise product offerings. Ben holds a BS in Computer Science from Tufts University.

Anna O'Leary
Chief People Officer
Anna brings over 25 years of international experience working across different industry sectors, in both large and small organizations and as part of global People teams. Anna is passionate about building trusting relationships and partnering with senior leaders to spearhead people and talent initiatives. Anna has built high performing teams in both small and large organizations with a track record of successfully implementing cultural and organizational change.
Before joining Arkestro, Anna spent two years as Chief People Officer at GAN Integrity, a SaaS compliance and risk technology company with employees in the UK, Denmark and the US.
Board of Directors

Rob DeSantis
Chairman of the Board and Founder

Jeff Immelt
Venture Partner, New Enterprise Associates

Edmund Zagorin
Chief Strategy Officer and Founder

Cindy Padnos
Founder & Managing Partner, Illuminate Ventures
Want to learn more?
Talk to an expert on how Arkestro can help you negotiate smarter and achieve more in less time, without adding headcount.
Recognized by:





Want to learn more?
Talk to an expert on how Arkestro can help you negotiate smarter and achieve more in less time, without adding headcount.
Recognized by


