Our Leadership Team

David Keil

As Chief Executive Officer of Lakeside Software, David Keil brings decades of experience in executive leadership and a distinguished track record of leading enterprise IT organizations through exceptional growth in high-opportunity markets.

Keil previously served as chief operating officer and a board member at software company Tricentis, and as CEO at QASymphony, Digistrive, and Momentum Technology.

Keil has long been a proponent of entrepreneurship as a force for social and economic change. Since 2017, he has been part of Endeavor – a non-profit organization that aims to build thriving entrepreneurial ecosystems in emerging and underserved markets around the world. Keil holds a Bachelor of Science degree in applied math and economics from Brown University. He also has a Master of Business Administration from The Wharton School at the University of Pennsylvania.

Mike Schumacher

Michael Schumacher is the founder of Lakeside Software and currently serves as a board member. Prior to founding Lakeside, he led the division as a director of software engineers at Cubix Corporation, where he directed product development. At Telebit Corporation, he oversaw the department as an engineer for network products.

Mike has long experience as an engineer in the field of software and has worked for ISO (International Organization for Standardization) and ANSI (American National Standards Institute) standards bodies, contributing significantly to technology development. He holds a master’s degree in information engineering from the University of Michigan.

Tyler Winkler

As Chief Commercial Officer, Tyler oversees Lakeside’s direct and channel sales strategies and operations. He brings to Lakeside over three decades of executive leadership experience within the enterprise software space.

Tyler previously served as CEO of UserIQ, a predictive customer success platform, where he was also a member of the company’s board of directors. As VP of Global Sales & Marketing at SecureWorks, he was instrumental in the company’s growth and success, which led to a $650 million acquisition by Dell in 2011.

Tyler has a business degree from Towson University in Baltimore, MD.

Todd Elliot

As Chief Revenue Officer, Todd is responsible for driving Lakeside Software’s revenue growth strategy and execution. He has more than 20 years of executive sales leadership and field operations experience driving customer value within the IT sector. Todd is a strategic sales leader with a proven track record of building and leading exceptional sales organizations.

Prior to Lakeside, Todd held sales senior leadership roles at Alfresco, OpenText, PTC and EMC.

Ayelet Elstein

As SVP of Global Strategy & EMEA Operations, Ayelet brings more than 20 years of leadership experience in the IT industry including senior roles in sales, innovation, strategic partnerships, GTM strategy, and operations. She has owned and managed strategic growth initiatives in enterprise software, large corporates, startups and non-profit organizations, and driven strategy and execution in expanding global partner ecosystems.

Prior to Lakeside, Ayelet held leadership roles at Amdocs, Tondoart, and Mercury Interactive.

Elise Carmichael

As Lakeside’s Chief Technology Officer, Elise is responsible for building and delivering the next generation of Digital Employee Experience solutions. She has over 20 years of experience working with enterprise organizations on high-tech, big data, and machine learning-based products. Before joining Lakeside, Elise held senior technology and product leadership roles at Functionize, Tricentis, QASymphony, and Mobiquity throughout the last 10 years.

Elise founded a nonprofit in Florida to encourage more women and minorities to enter and stay employed in high-technology fields. She studied Computer Science and Music at The University of North Carolina at Chapel Hill

Suzie Anthony

As Chief People Officer, Suzie is responsible for leading our global strategic people initiatives and delivering a growth-focused and inclusive culture.  Suzie joins Lakeside from SessionM, where she was the global People & Culture leader.   SessionM was acquired by Mastercard in 2019, and Suzie led the people integration over the last two years, focused on change management, culture, and communication.

Prior to that, Suzie spent her career partnering with business leaders to build out people functions at high-growth start-ups and scale-ups including Flywire, Core Security, and Zmags.  Suzie holds a bachelor’s degree in Public Relations and Marketing Communications from Simmons University.

Brian Benson

As Chief Financial Officer, Brian is seasoned finance and operations executive with more than 25 years of leadership experience in entrepreneurial, fast-growth technology companies. Brian combines a collaborative style and partnership with executive teams to help drive operational change to support growth initiatives and enhance shareholder value. Prior to joining Lakeside Software, Brian served as CFO for Primacy, a digital experience marketing agency where he restructured the finance department and support team and positioned the team to scale over the next several years. Previously, Brian was CFO of Intellinet Consulting, a leading boutique digital consulting and software development business, where he led the successful acquisition and integration of Innovative Computer Systems helping to accelerate growth and financial performance.

Brian has a BS in Accounting from Loyola Marymount University.

Carrie Moser

As Lakeside’s Senior Vice President and General Counsel, Carrie is charged with the oversight and coordination of the company’s legal affairs worldwide. She brings more than fifteen years of progressive experience to her role at Lakeside. As a career in-house attorney, she has served as legal counsel to a variety of both public and private B2B SaaS and technology companies such as Zuora, Navinet and EMC.

Carrie received her law degree from Northeastern University School of Law and a BA from Rutgers University where she majored in Political Science and minored in Art History. She is admitted to practice in Massachusetts.

Guy Lever

As SVP Customer Success of Lakeside Software, Guy brings over 15 years of experience in high tech executive leadership and a strong track record of pulling together the people, processes, and systems driving improvements in customer retention.

Lever previously served as SVP Customer Experience at Automox, SVP Customer Success at Tricentis, Chief Customer Officer at QA Symphony, and lead global renewals and account management teams at both Verint and Infor.

Lever holds a Bachelor of Arts degree in economics from Vanderbilt University. He also has a Master of Business Administration from The Owen School of Management at Vanderbilt University.

Ed Wegryn

Ed is the Vice President of Engineering at Lakeside and has almost 30 years of experience in enterprise software development. Coding since high school, Ed has a strong programming background and a love of all things technical. He built the current Lakeside engineering team and is involved with all aspects of the development cycle.

Ed has a Computer Science degree from the University of Michigan. Prior to Lakeside, Ed held several roles at Comshare, later Infor, a global leader in business cloud solutions, where he was the architect of their Performance Management applications.

Geoff Hixon

Geoff is the Vice President of Solutions Engineering at Lakeside. Although he started his career in criminal justice, Geoff has since gained nearly 20 years of experience working in IT operations and advising on end-user computing challenges.

Geoff, who attended Ferris State University and Capella University, now leads a team focused on helping clients to leverage Lakeside’s vast data collection and tools to solve issues impacting employees, the workplace, and business outcomes. He worked as a systems administrator for Kenwal Steel before coming to Lakeside, where he has held multiple key roles.

Randy Hall