


Employees at Apttus rank Frank Holland in the Bottom 10% of CEOs in San Francisco. Comparatively, employees at ConnectWise rank Jason Magee in the Top 20% of CEOs in Homosassa Springs, FL. Employees rate their CEO differently based on the frequency of interaction, ability to affect company culture, and drive measurable results.

CEO of Apttus
BIO: Frank previously served as Corporate Vice President at Microsoft, where he built and led global teams for more than 20 years. His extensive experience in the software space spans decades and includes a track record of operational and strategic accomplishments, board memberships and sterling leadership. He excels at building high-performing teams. As CEO, Frank is responsible for directing the company’s growth at scale and capitalizing on the vast Middle Office market opportunity.

CEO of ConnectWise
BIO: With more than 20 years of technology, sales channel management and IT market experience, Jason Magee has spent his career immersed in the world of MSPs and VARs. He joined ConnectWise in 2011 and was named CEO in February 2019, succeeding co-founder Arnie Bellini. Prior to becoming CEO, Jason served as President and Chief Operating Officer of ConnectWise, overseeing corporate strategy, operations, and procurement, as well as the product, customer success and IT Nation teams. Jason’s track record at ConnectWise includes launching its international expansion into the UK and Australia and its highly successful EcoSystems business. Jason oversaw several key acquisitions, including ScreenConnect -- now known as ConnectWise Control™ -- and HTG Peer Groups, now known as IT Nation Evolve, as well as HashInclude, Sienna Group and an investment in Perch Security. Before joining ConnectWise, Jason held director-level positions at CA Technologies, managing teams, channel partners, strategic alliances and marketing budgets. There he built and launched industry-leading programs, partner incentives, and vendor initiatives. Earlier on, Jason spent 5 years gaining industry and channel experience at reseller companies Interactive Futures and Global Computers, where he held sales, marketing, and product management positions. Jason is serving his second consecutive year on CompTIAs board of directors, after joining in February 2018. He grew up in New York and has an MBA from Clarkson University.

Women at Apttus rated their CEO a F

Women at ConnectWise rated their CEO an A+

Diverse Employees at Apttus rated their CEO a D-

Diverse Employees at ConnectWise rated their CEO a C




At Apttus, employees in the Business Development department rate Frank Holland the highest. According to employees, Frank Holland's ability to drive business results is Good. At ConnectWise, the HR department's employees rate their CEO highest. And, 50% of ConnectWise's employees approve of their CEO's management style.