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ConnectWise CEO Jason Magee: Rob Rae Leaving Datto-Kaseya ‘An Opportunity’ For Us

CJ Fairfield

‘It’s all about the partnership. As they grow, we grow. We don’t grow if they don’t grow. So we’re invested in their growth, we’re invested in them. It’s a partnership,’ ConnectWise CEO Jason Magee tells CRN.

For Jason Magee, ConnectWise’s focus is on cybersecurity, automation and helping partners grow.

“It’s all about the partnership,” Magee, the CEO of Tampa-based ConnectWise, told CRN. “As they grow, we grow. We don’t grow if they don’t grow. So we’re invested in their growth, we’re invested in them. It’s a partnership.”

The partnership is a community, he said, and the company’s annual conference, IT Nation, is a part of that community with a common goal to forge relationships so that everyone can benefit.

“IT Nation Connect is an event, but IT Nation is bigger than an event for us,” he said. “It’s multiple events. It’s peer groups. It’s just our engagement with the community and so on. So that’s a big part of our differentiator.”

[RELATED STORY: 6 Biggest Announcements From ConnectWise IT Nation]

That’s what he believes makes ConnectWise stand out from competitors, like Kaseya which bought rival Datto for $6.2 billion earlier this year.

“That’s opportunity for us to continue to showcase our community, what our community stands for and means and to solidify the ConnectWise IT Nation community as the community,” Magee said of the $6.2 billion Kaseya-Datto merger.

He also sees the departure of former Datto SVP of Business Development Rob Rae as an opportunity for ConnectWise. Rae is a passionate advocate for MSPs and was the longtime face of the Datto channel. He left Datto less than six months after the acquisition and has not yet signed with another company.

ConnectWise wrapped up its IT Nation conference last week in Orlando with just under 5,000 people in attendance.

Over the three-day event, the software vendor shared a series of business improvements that reinforce the company as a “consistent center of gravity” for the MSP community. The acceleration of innovation on the infinite edge is helping MSPs in real time harness automation, putting data to work for them and their customers, deliver exceptional customer experience and have a deep focus on cybersecurity.

CRN sat down with Magee to discuss recession fears, culture and why former Datto SVP of Business Development Rob Rae leaving Kaseya-Datto is a good thing for ConnectWise.

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CJ Fairfield

CJ Fairfield is an associate editor at CRN covering solution providers, MSPs and distributors. Prior to joining CRN, she worked at daily newspapers, including The Press of Atlantic City in New Jersey and The Frederick News-Post in Maryland. She can be reached at

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