Leadership
Executive Leadership
Sam Gilliland
Chief Executive Officer
Sam Gilliland
Sam Gilliland is CEO of Cherwell Software, setting the company’s strategic direction and driving its customer-first vision. Sam leads the company’s continued growth beyond IT Service Management (ITSM) and into new markets across the enterprise. Sam draws on his knowledge of and passion for technology to improve customer service experiences and make peoples’ lives easier. For nearly a decade, Sam led more than 10,000 employees in 60 countries as chairman and CEO of travel industry technology giant Sabre Corporation and Travelocity.com. Sam has served on the boards of Sabre Corporation and Travelocity.com, Brinks Home Security Holdings, Carlson, Inc., Gogo, Inc., Rackspace Hosting, Inc., Digital River, and BookingPal. Under U.S. President Barack Obama, Sam served on the President’s Management Advisory Board and on the Energy Security Leadership Council. He also served as chair of the U.S. Commerce Department’s Travel and Tourism Advisory Board. Sam holds an M.B.A. from the University of Texas at Dallas and a bachelor’s degree in electrical engineering from the University of Kansas.
Andre Cuenin
Chief Revenue Officer
Andre Cuenin
Andre is a seasoned sales professional. He is the chief revenue officer of Cherwell Software. Andre was previously president of Americas and Europe operations for Integrated Research in Denver since 2008. He also was vice president of worldwide sales for two years for StrataVia, a Denver data center software company acquired by Hewlett Packard. He also spent 15 years in a variety of roles at CA Technologies. Andre has a bachelor's degree in computer science from the University Brugg-Windisch and a master's degree in business administration from the University of Strathclyde.
Jean Patrick
Chief Transformation Officer
Jean Patrick
Jean Patrick is Chief Transformation Officer at Cherwell Software. As a strategist, consultant and implementer, Jean leads activities within the organization focused on operational execution of key strategic initiatives based on priorities of the company and the CEO. As Chief Transformation Officer, Jean oversees the following teams: Strategic Initiatives, Customer Experience, Learning Services, Systems, Pricing, and Facilities. Jean arrived at Cherwell in early 2017 as the Chief of Staff, providing valuable oversight and guidance to projects of high strategic importance and leads the transformation of operational process and procedures focused on efficiency, financial impact, and business scalability. Jean has served in a variety of leadership positions specific to operations, sales enablement, account management, organizational development, software development and program management within a myriad of different industries. She has led large operational global teams up to 2,200 team members and have delivered on results with large telecommunication companies as well as customer-focused start-ups. Her experience, combined with her drive for customer service and operational excellence, is a strong match for Cherwell’s ability to continue to be the industry leader.
Scott Gainey
Chief Marketing Officer
Scott Gainey
Scott Gainey serves as Cherwell's Chief Marketing Officer (CMO), driving all marketing activities aimed at increasing the company's brand within the enterprise service management marketwhile accelerating pipeline and revenue growth through close collaboration with sales. Scott came to Cherwell with over 22 years of experience gained while serving in CMO and other leadership positions for some of the most innovative and disruptive technology companies including Palo Alto Networks, Cisco, NetApp, Veritas Software, and Sun Microsystems.
Josh Turpen
Chief Product Officer
Josh Turpen
Josh Turpen currently serves as Chief Product Officer, leading the global product development group and managing cross-functional engineering teams to produce the quality software that our customers expect. With teams across the U.S. and U.K. the product group is able to respond to our customer base in a way not seen before at Cherwell. He's brought a strategy of fully remote product development teams to Cherwell allowing employees to work from where they are most productive, and still create cohesive teams. Before coming to Cherwell, Josh served in multiple leadership roles at the following companies: SuperHeroStuff.com, LogicNow, Data Five LLC, and 10-4 Systems.
Steve Rodda
Chief Operating Officer
Steve Rodda
Steve Rodda serves as Cherwell’s Chief Operating Officer. He joined Cherwell in 2017 as Chief Product Officer, and has previously served in a variety of leadership roles relating to product development , support, professional services and strategic business planning. At LogicNow, a cloud-based ITSM solution provider for managed service providers, he led the MaxFocus development team, as well as the team that built AppControl, a cloud services management console. Prior to that, Steve served in key development roles at Webroot, Stanfield Systems, Jel, and Deloitte. With more than 17 years of experience, Steve’s strong leadership and ability to establish strategic business priorities, as well as his knowledge of product development and engineering, is a strong match for Cherwell’s vision to create customer-friendly, innovative service management solutions.
Gary Golden
Chief Financial Officer
Gary Golden
Gary Golden is Cherwell’s Chief Financial Officer. Prior to joining Cherwell, Gary was CFO of Bottle Rocket, a leader in mobile app development and digital transformation consulting. Gary also held CFO positions for Westec Intelligent Surveillance and for Sabre’s European region. He has a broad background, having held senior leadership positions in corporate development, administration, business operations, and law. Gary has an undergraduate degree in business and a graduate degree in law, both from The University of Texas at Austin. He also has a corporate finance certification from SMU.
Timothy Pfeifer
General Counsel and Co-Founder
Timothy Pfeifer
As a Cherwell Software co-founder, Timothy Pfeifer brings exceptional leadership to the team. At Cherwell, he has overall responsibility for the legal, HR and business development areas. Prior to Cherwell Software, Timothy served as the lead attorney for NetSpend Corporation, a TSYS Company, a senior managing attorney for First Data Corporation, and as vice president and general counsel for FrontRange® (formerly Bendata, Inc. and GoldMine Software Corporation). Timothy earned a J.D. degree from the University of Washington, School of Law, graduating as a member of the Order of the Coif; a management degree from Pepperdine University, graduating magna cum laude; and has attended an executive education program through Stanford University's Graduate School of Business.
Josh Caid
Chief Evangelist
Josh Caid
Josh Caid, Cherwell’s Chief Evangelist, brings a passion for creating software that makes people’s day-to-day lives better by solving real-world problems. During his career, he was part of the Product Management team at GoldMine Software, with over a million distinct licenses sold. He helped create new product lines with FrontRange Solutions, and most recently helped to start up Cherwell Software, not only by driving product direction, but also by being flexible and wearing a lot of additional hats. Josh has been managing best-of-breed software products in the CRM and ITSM spaces for over 17 years, is a Level V practitioner of Pragmatic Marketing, and is certified in ITIL best practices. Before settling down to focus his creativity in the software realm, Josh was a professional musician and still loves to crank his guitar amp up ‘to eleven,' much to his neighbors' exasperation.
Board Members
Sam Gilliland
Chief Executive Officer
Sam Gilliland
Sam Gilliland is CEO of Cherwell Software, setting the company’s strategic direction and driving its customer-first vision. Sam leads the company’s continued growth beyond IT Service Management (ITSM) and into new markets across the enterprise. Sam draws on his knowledge of and passion for technology to improve customer service experiences and make peoples’ lives easier. For nearly a decade, Sam led more than 10,000 employees in 60 countries as chairman and CEO of travel industry technology giant Sabre Corporation and Travelocity.com. Sam has served on the boards of Sabre Corporation and Travelocity.com, Brinks Home Security Holdings, Carlson, Inc., Gogo, Inc., Rackspace Hosting, Inc., Digital River, and BookingPal. Under U.S. President Barack Obama, Sam served on the President’s Management Advisory Board and on the Energy Security Leadership Council. He also served as chair of the U.S. Commerce Department’s Travel and Tourism Advisory Board. Sam holds an M.B.A. from the University of Texas at Dallas and a bachelor’s degree in electrical engineering from the University of Kansas.
Vance Brown
Chairman and Co-Founder
Vance Brown
Chairman and Co-Founder of Cherwell and CEO of the National Cybersecurity Center, Vance has over 20 years of experience in technology as a CEO and entrepreneur. Currently, Vance is the CEO of the National Cybersecurity Center and mentor to technology entrepreneurs, utilizing the Thrivers.com holistic framework. As co-founder of Cherwell Software, Vance served as CEO from its inception until 2016. Previously, he was CEO of GoldMine Software, now part of Ivanti. Vance co-founded The Classical Academy, the largest K-12th charter school in Colorado, and technology accelerator called Exponential Impact. Vance has been recognized for his business successes and philanthropic work. He currently serves on the board for charitable organizations such as Parents Challenge, Foundation of the Heart, and the Legacy Institute. He also is an Honorary Commander for the US Air Force Academy.
Arlen Feldman
Board Member, Architectural Advisor, and Co-Founder
Arlen Feldman
Cherwell Board Member, Architectural Advisor, and Co-Founder, Arlen Feldman is a renowned software developer in the help desk, service desk, and customer relationship management (CRM) software industry. With more than 30 years of experience, Arlen spearheaded many revolutionary software advances, most notably Codeless Business Application Technology (CBAT) and Platform-as-a-Service (PaaS) in Cherwell Service Management. Arlen served on the Microsoft® C# Customer Council—a small group of industry experts who advise Microsoft on the direction of .NET, Visual Studio, and the C# programming language. He also authored two books—ADO.NET Programming and WPF in Action with Visual Studio 2008. Prior to Cherwell, Arlen was the chief architect at FrontRange®.
Vini Letteri
Board Member, Managing Director, Private Equity & TMT Growth, KKR
Vini Letteri
Vincent E. Letteri (Menlo Park) is a member of the Technology, Media & Telecommunications industry team for KKR’s Private Equity platform. He focuses primarily on growth equity TMT investments in the Americas. Mr. Letteri originally joined KKR Capstone in 2007 before becoming a part of KKR’s TMT team in 2015. While at KKR Capstone he worked across several KKR portfolio companies including US Foods, Oriental Brewery, MMI, Yageo, and First Data. Mr. Letteri transferred to the Hong Kong office from 2009 to 2011 to assist in developing KKR Capstone’s Asia operations and to work with portfolio companies in the region. He also co-led KKR’s Green Portfolio Program from 2009 to 2012. Prior to KKR Capstone, Mr. Letteri worked for Nike, Inc., and McKinsey & Company in Boston, where he focused on private equity, retail, and consumer goods companies. He holds a B.A. with honors from Harvard University and an M.B.A. from Stanford University. Mr. Letteri currently sits on the Board of Directors at Jitterbit and Calabrio.
John Spiliotis
Independent Board of Directors Member
John Spiliotis
John Spiliotis is a go-to-market expert with extensive experience in sales leadership, partner and channel strategy, and enterprise technology operations. He was most recently responsible for driving all Palo Alto Networks direct and indirect sales engagement activities in the Americas as a Sr. Vice President. At Palo Alto, he grew a book of revenue to more than $1.8 billion. He has also held sales leadership positions at Cisco Systems, Avaya, and Ericsson. Mr. Spiliotis holds a master’s degree in finance and banking from Hofstra University and is also a graduate of The Citadel. Mr. Spiliotis is also a Senior Operating Advisor at LLR Partners, a private equity firm, and an advisor at other high-tech growth companies.
Dave Welsh
Board Member, Member & Head of TMT Growth Equity, KKR
Dave Welsh
Dave Welsh (Menlo Park) is a Member and is Head of TMT Growth Equity within KKR's Private Equity platform, where he serves on the TMT growth equity investment committee. Prior to joining KKR, Mr. Welsh was a Partner with Adams Street Partners, where he focused on technology growth equity investments. Earlier in his career, he was an executive vice president of corporate development and strategy at McAfee, Inc., a general partner at Partech Ventures and a vice president of corporate development at Portal Software. He currently serves on the Board of Directors of Five9, ForgeRock and is a Board Member of SEO Scholars SF as well as being Chair of the Board of Trustees of the Athenian School. He holds a B.A., cum laude, from UCLA and a JD, order of the coif, from UC Berkeley and Harvard Law Schools.
Peter Segall
Board Member, Managing Director, Insight Venture Partners
Peter Segall
Peter Segall is a CEO with a successful track record of growing innovative software and service businesses in the education, human capital management, and healthcare industries. Prior to his role as Managing Director at Insight Venture Partners, Mr. Segall led one of Insight’s portfolio company investments, serving as CEO and President of HealthcareSource, a high-growth, leading provider of talent management software to hospitals and other healthcare providers. Before HealthcareSource, Mr. Segall served as President North America Higher Education and member of the Senior Executive Team at Blackboard Inc., was EVP Sales and a member of the Board of Directors at WebCT, and a Partner in the Coopers & Lybrand Higher Education Consulting Group. He currently serves on the Board of American Student Assistance and Board of Governors for Beth Israel Deaconess Medical Center.