Highspot Leadership Team

Robert Wahbe, Co-Founder and CEO

Robert Wahbe

Chief Executive Officer

Robert Wahbe co-founded Highspot in 2012 after discovering the need to empower sales and marketing teams with sales enablement. As the CEO, Robert is passionate about leading the company in developing the industry's most advanced technology solutions that help customers win more business. Prior to founding Highspot, Robert served as Corporate Vice President of the Server and Tools Division at Microsoft. A veteran entrepreneur, he also co-founded Colusa, a cross-language virtual machine that was acquired by Microsoft. Robert holds a degree in Computer Science from UC Berkeley.

Oliver Sharp, Co-Founder and Vice President, Customer Services

Oliver Sharp

Vice President, Customer Services

Oliver Sharp is co-founder and Vice President of Customer Services at Highspot. Oliver leads the team that manages the onboarding of all new customers, professional service engagement, and ongoing support needs. He has led or participated in most of Highspot's largest and most complicated launches for companies including SAP Concur, Red Hat, Aetna, Workday, and many others. Previously, he helped start Colusa Software, which was acquired by Microsoft. He was also co-founder and CTO of iTurf, helping to take it public in 1999. Oliver served in a number of roles at Microsoft, including general manager of the Connected Server Team. In addition to delivering a variety of server products, he was responsible for managing the BizTalk field team, which supported strategic engagements worldwide. The product is used by more than 90% of the Fortune 500, and more than 50 mission critical deployments were directly managed by the field team with very high customer satisfaction. Oliver received an MS and a PhD in computer science from UC Berkeley.

David Wortendyke, Co-Founder and Chief Architect

David Wortendyke

Chief Product Officer

David is co-founder and Chief Product Officer of Highspot. David oversees all aspects of design, product management, engineering, and operations. Previously, David was Partner Architect for Windows Azure, where he drove the design and architecture of security and messaging services. Prior to Windows Azure, David worked on a wide range of technologies, including distributed computing, productivity applications, developer tools, and operating systems. He helped found several teams and brought a number of products to market, including Windows NT, Office, and Visual Studio.

Haley Katsman

Vice President, Account Development

Haley Katsman is the Vice President of Account Development at Highspot. Haley leads the strategy and execution of Highspot's sales development and enablement efforts. She is responsible for building and scaling the team focused on increasing awareness and generating demand for the company as well as driving alignment between marketing and sales. Haley brings marketing and sales experience from several notable Fortune 500 companies across the consumer products, commercial real estate, and marketing and advertising industries. Haley holds a bachelor's degree in Communications and Foster School of Business Sales Certificate from the University of Washington.

Jon Perera, CMO at Highspot

Jon Perera

Chief Marketing Officer

Jon Perera is Highspot’s Chief Marketing Officer. As the Chief Marketing Officer, Jon runs product marketing, brand, advertising, communications, strategy, and partner ecosystem. Across more than 25 years in the software industry, Jon has held a variety of marketing, technical, and field positions. He joined Highspot from Adobe, where he was vice president of the Adobe Document Cloud. Previously, he spent 18 years with Microsoft, where he led strategy and go to market across Developer, Enterprise, Active Directory, and industry vertical teams as a general manager. He also served as the general manager of business operations for Microsoft’s international headquarters in Paris, France.

Jason Hoover

Jason Hoover

Vice President, Design

Jason Hoover is the Vice President of Design at Highspot. He leads the creative arm across the company, keeping product teams and marketing efforts aligned visually with consistent user experiences. Jason has more than 20 years' experience conceptualizing and designing enterprise-scale solutions for several large Fortune 500 companies including Microsoft, Starbucks, VMware, and EMC. He has also led the design of several startup efforts: MSN Green (while at Microsoft), Mozy (acquired by EMC), and now Highspot. Also an accomplished photographer, Jason's published work has received several awards and has been featured in numerous books, magazines, and other publications.

Chris Larson, CFO at Highspot

Chris Larson

Vice President, Finance & Operations

Chris Larson is the Vice President of Finance & Operations at Highspot. In this role, Chris has responsibility for accounting, financial planning and analysis, human resources, and risk management oversight. Most recently, Chris was with Porch.com, building their accounting team and infrastructure. He also oversaw human resources and M&A diligence support. Prior to Porch, Chris held a variety of roles at Amazon, including accounting lead for AWS during times of rapid growth, coordinator of Amazon’s worldwide accounting close, and leader within the SEC reporting and policy team. Prior to Amazon, Chris was with the Deloitte Seattle audit practice for seven years, serving a mix of public and private clients including Starbucks and Clearwire during their 2007 IPO. Chris is a CPA and holds a Bachelor of Arts and Masters in Public Accounting from the Foster School of Business at the University of Washington.

Jake Braly, VP of marketing at Highspot

Jake Braly

Vice President, Marketing

Jake Braly is the Vice President of Marketing at Highspot, responsible for market development and global growth. Before Highspot, Jake led product marketing and go-to-market strategy for Apptio’s top grossing products through its successful IPO. Prior to Apptio, Jake held various positions at K2 Software, Microsoft, and IBM as well as multiple startup and early stage ventures. Jake holds an MBA from the University of Michigan and a Bachelor of Science degree in business from the University of Colorado.

Matt Weil, VP of Sales

Matt Weil

Vice President, Sales

Matt Weil is the Vice President of Sales at Highspot. Matt brings more than 20 years of sales leadership and management experience to the company. Most recently, Matt was Vice President of Sales at Sunrun and led the company’s direct sales efforts, scaling the company from a venture-funded startup through a successful IPO in 2015 and continued growth. Prior to Sunrun, Matt served as Vice President of Sales at Verisign, President/CEO and Vice President of Sales at Teneros, and Vice President of Sales at Neustar and UltraDNS (acquired by Neustar).


Jon White

Vice President, Product

Jon White is the Vice President of Product at Highspot. White has been building software in product, engineering, and leadership roles since 2000. Prior to Highspot, White managed a product and user experience team building marketing analytics software at Moz, a Seattle-based SaaS startup, as well as at WDS, which was acquired by Xerox. During his time at WDS, White also managed engineering teams in Singapore, Seattle, and the United Kingdom. Before WDS, White held software engineering roles at various organizations, including the British Government’s Defence Evaluation and Research Agency (now QinetiQ).

Matt Boisen, Vice President of Legal at Highspot

Matt Boisen

Vice President, Legal

Matt Boisen is the Vice President of Legal at Highspot. In his role, Matt is responsible for managing Highspot’s legal and regulatory compliance. Prior to Highspot, Matt was Vice President and Head of Legal Affairs at System1, where he established the legal team and guided the sale of the company to a private equity firm. Before System1, Matt served as Vice President of Legal and Compliance at Blucora (NASDAQ: BCOR) and Director of Legal at Support.com (NASDAQ: SPRT). Matt holds a Bachelor of Arts in Business Administration from the University of Washington and Juris Doctor from Seattle University.