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Leadership. Expertise in technology, consulting, and government.

Members of WebQA’s Management team have comprehensive backgrounds in technology, consulting, government and commercial grade high-volume transaction processing.
John Dilenschneider, CEO
Mr. John Dilenschneider is CEO of WebQA and leads the company’s strategic direction and partnerships. His more than 35 year career includes successful initiatives as an entrepreneur and senior executive in the financial, technology and government marketplaces. As a software entrepreneur, Mr. Dilenschneider has started and grown three main corporations and acquired four companies. He has sold some of these organizations, including industry leading ICG Consulting, to the world’s largest private equity firms.  As a senior executive, he has developed new products and businesses for Ameritech, Touche Ross, First Chicago, and Anexsys, LLC (a US Bank and JP Morgan Chase technology joint venture where he was president).  Mr. Dilenschneider holds a BA, with Honors, from the University of Notre Dame in American Studies and Spanish as a Notre Dame Scholar; an MBA from the University of Chicago in Marketing and Finance; and, an MS, with Distinction, from DePaul University in Computer Science.  He has finished 68th in the Chicago Marathon.
Gregory Pengiel, CTO
Mr. Gregory Pengiel is co-founder of WebQA and is responsible for its overall technical vision and strategy. His 20 year career involves the introduction and deployment of emerging technologies into government, insurance and banking marketplaces for Fortune 500 companies, technology-based startups and many local governments. Mr. Pengiel has founded a number of startup ventures. These include SuiteOne Media, which provides an easy to use and cost-effective agenda and meeting management solution for all organizations, as well as HelpFirst, a business to consumer (B2C) SaaS firm that managed online customer support for a variety of firms across the country. Mr. Pengiel holds a BS, with High Honors, in Mathematics and in Computer Science from Illinois Wesleyan University.
William Repole, COO/CPO
Mr. William Repole is co-founder of WebQA and responsible for overall operations, product leadership, development and support. He has more than 20 years of information technology, product management and project management experience with emphasis in the financial, insurance and government marketplaces. Mr. Repole has significant experience building companies. Prior to WebQA, he expanded Project Management Partners, Inc. into a multi-million dollar business process consultancy that assisted Fortune 1000 companies in workflow and business strategies; and, in the 1990′s, he spearheaded the growth of Ameritech Information System’s document imaging business. Early in his career, while working with Subject, Wills & Co, a leading provider of technology solutions to middle market companies, Mr. Repole helped pioneer the development of one of the first commercially available document imaging platforms. Mr. Repole holds a BS from Northwestern University in Industrial Engineering.
Jennifer Snyder, Chief Sales Officer
Ms. Jennifer Snyder is responsible for WebQA sales and marketing. Since 2007, she has grown WebQA into one of the fastest growing private software companies in Illinois. Throughout her 25 year career, Ms. Snyder has focused on customer account and service management for top global manufacturing and technology companies. She is now a recognized authority on multi-channel and multi-media workflow technologies. She leads one of the nation’s largest sales forces devoted to this technology across multiple industries.  Ms. Snyder graduated with High Honors from Robert Morris College in Sales and Marketing. She holds multiple certifications in sales, customer and service management.
Kevin O’Brien, VP Client Services
Mr. Kevin O’Brien is Vice President of Client Services and leads WebQA’s Implementation and Support teams. He has 30 years of experience in customer care and operations with expertise delivering and supporting technology solutions for the public sector. As Vice President of Client Services and Operations for Follett, and Vice President of Client Services for a JP Morgan Chase/US Bank joint venture subsidiary, Mr. O’Brien has optimized operations and delivered high touch customer service to hundreds of schools cities, counties and states. While with the banks he headed up support for the US Treasury’s nationwide electronic payment platform, as well as many commercial Treasury Services customers. Mr. O’Brien earned his bachelor’s degree from the University of Notre Dame. He has served as a youth soccer and/or baseball coach for 20 years.
Chris Woods, Director of Technology
Mr. Chris Woods is the Director of Technology and leads WebQA’s software development teams. He has 8 plus years of experience in developing, implementing and supporting SaaS services in the public and private sectors. This includes custom integrations and development for Fortune 1000 companies and top government agencies across the United States. Mr. Woods earned his degree from Elmhurst College, IL.