Leadership Team

Sterling Wilson

President and CEO

Sterling Wilson is the President and CEO of Shiftboard, as well as a member of the company’s board of directors. A seasoned executive, he has earned an exceptional reputation for building technology start-ups into significant companies. His leadership and strategic vision form the cornerstone of Shiftboard’s business as the company rapidly expands to help more organizations solve their most challenging people management problems.

Before Shiftboard, Sterling was the President, CEO, and board member at Zettics, a venture-funded big data analytics software company. He also served as President and board member of Qpass, a venture-funded digital commerce software company that sold to Amdocs for $300 million. Before Qpass, he was CFO and EVP of Operations at Concur, a travel and expense management start-up, where he helped grow the company from five employees to over 600, and led its IPO. Sterling also served as CFO and VP of Operations at IntelliQuest, Inc., and CFO at Contact Software International.

Beyond Shiftboard, Sterling currently serves on the board of directors for two Seattle-based venture-funded companies – Koverse and Yapta. He is also a board member and Treasurer for the 5th Avenue Theatre in Seattle.

Sachin Agrawal

Chief Technology Officer

Sachin Agrawal brings to Shiftboard over 15 years of enterprise software development experience. He serves as Shiftboard’s Chief Technology Officer and is a member of the company’s board of directors. Prior to Shiftboard, Sachin served as CEO at EDP Software, makers of SchedulePro. Through his vision and leadership at EDP, Sachin grew the SchedulePro platform into a leading workforce scheduling provider that delivers continuous compliance solutions to Fortune 500 companies in the oil and gas, petrochemical, corrections, and process manufacturing industries. Before taking the helm at EDP, Sachin spent seven years at Microsoft developing and delivering large-scale SaaS services in the Windows, MSN, and Windows Server organizations.

He holds a BASc in Systems Design Engineering from the University of Waterloo.

Annette Eyraud

Chief Financial Officer

Annette Eyraud brings over 20 years of finance and operational experience to Shiftboard. Prior to her role as Chief Financial Officer at Shiftboard, she served as President and CFO of Pike13 Inc., where she led the SaaS scheduling software solution to a successful exit. A strategic visionary, Annette’s experience spans executive leadership roles in finance and operations at several leading technology companies including VC-backed Avalara (now a public company); Estorian, Inc., where she served as CFO; and Capital Stream Inc., where she was instrumental in leading the company’s successful sale to HCL America. Known for her ability to invigorate growth and operational excellence, Annette has successfully led several companies through acquisitions and financially challenging economic times.

Annette attended Willamette University and Portland State University. She holds a BA in Business Finance.

Travis Shipley

Chief Revenue Officer

As the Chief Revenue Officer of Shiftboard, Travis is responsible for driving worldwide revenue for both new and current customers.

Shipley brings 20 years of senior sales experience to the company, including a proven track record of helping high-growth organizations achieve triple-digit growth. Before joining Shiftboard, Shipley was vice president of sales at Wrike, the SaaS collaborative work management solution provider recently acquired by Citrix. Prior to Wrike, Shipley was vice president of sales at IT solutions provider Zones. Before that, he served as vice president of sales at CompuCom and was the founder of the international business consultancy, Portelo. Shipley also spent nearly a decade in various sales leadership roles at Microsoft.

Travis received his BA in Business Administration from Washington State University, with majors in Finance and Entrepreneurship from the Carson College of Business.

Steve O’Brian

Chief Operating Officer

As the Chief Operating Officer of Shiftboard, Steve is responsible for improving the organization-wide execution of the company’s strategy. In his previous role as Chief Marketing Officer of Shiftboard, Steve drove the company’s marketing strategy, growing demand for its workforce scheduling solutions, and accelerating brand awareness. He has over 20 years of experience building go-to-market strategy, driving demand generation, navigating corporate acquisitions, and launching new products.

Prior to Shiftboard, Steve was the VP of Marketing and Customer Success at Chronus, where he was instrumental in the company’s evolution from early-stage start-up to market leader. He also helped double revenues while leading marketing at the University of Washington Professional & Continuing Education. Before UW, Steve was VP of Marketing at start-ups Troika Networks (acquired by QLogic) and GraniteEdge Networks. He also spent ten years in product management/marketing at McDATA and 3Com.

Steve holds an MBA from Westminster College and a BS from the University of Utah.

Peter Draper

Vice President, Customer Success

Peter Draper serves as Vice President of Customer Success at Shiftboard. His experience delivering and supporting enterprise workforce management solutions spans 25 years. Prior to Shiftboard, Peter was Practice Director at Kronos, where he led the delivery of time, attendance, and scheduling SaaS solutions to Fortune 500 customers in manufacturing, energy, healthcare, and government. Before this, Peter developed and deployed enterprise software solutions for Invisic in Australia and Sema Group in the UK.

Peter holds a BSc in Economics from the University of Bath.

Bo Rohlfsen

Vice President, Engineering

Bo Rohlfsen is the Vice President of Engineering at Shiftboard, where he leads the engineering team responsible for overseeing product architecture, technology, and consistency of user experience for Shiftboard’s software products. Prior to Shiftboard, Bo led engineering for EDP Software, a leading workforce scheduling provider that merged with Shiftboard in early 2020. Before EDP, Bo spent eight years in program management at Microsoft, working on the Xbox, Zune, and Windows Live teams.

He holds a BS in Computer Engineering from Iowa State University.

Angela Rennert

Vice President, Marketing

Angela Rennert is the Vice President of Marketing at Shiftboard. She brings 15 years of marketing expertise to Shiftboard, including a proven track record of growing market share, driving revenue, and building high-performance teams. Prior to Shiftboard, she served as the Director of Marketing and Demand Generation at Chronus, where she expanded the company’s market-leading position. Before this, Angela held various marketing and sales positions within the marketing agency and technology sectors.

Angela attended the University of Washington, where she received her BA in Business Administration, with an emphasis in Finance and Marketing from the Foster School of Business.