UPSTACK Acquires Telecom Agency Digital Planet

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Owners Shawn Schmidt, Jonathan Watkins and Brent Killen to Join Fast-Growing Platform as Advisory Partners  

NEW YORK – September 27, 2022 – UPSTACK, the fast-growing platform that combines the industry’s leading advisors, advanced technology and dedicated customer support resources, announced today that it acquired Digital Planet Communications Inc., a telecom and technology agency based in St. Paul, Minnesota. The terms of the transaction were not disclosed.

Digital Planet, founded in 2001, provides voice, data, cloud, mobility and IT procurement and support to small and medium business (SMB), midmarket and enterprise customers. The agency specializes in UCaaS, CCaaS, SD-WAN, security, and traditional voice and internet solutions. Digital Planet serves businesses across industries, specializing in health care, insurance and finance.

As part of the investment, Digital Planet’s President Shawn Schmidt will join UPSTACK as Partner and Managing Director. Vice Presidents Brent Killen and Jonathan Watkins will join UPSTACK as Partners.

“Digital Planet has been a trailblazer in the technology channel for more than two decades,” said UPSTACK Founder and CEO Christopher Trapp. “Their ability to see where the market is going and seize the opportunity is a great match for UPSTACK’s vision and culture. We’re excited to welcome Shawn, Brent and Jonathan to the UPSTACK family, and we’re thrilled to bring their expertise and experience to our advisory team.”

Digital Planet was founded as a telecom agency and adapted its business model to meet customer needs. The company was one of the first to collaborate with telephony resellers to subsidize phone system sales with savings on network services and eventually acquired multiple telephony resellers of its own. Digital Planet also was an early adopter of cloud communications, which centralized support and enabled the company to serve distributed enterprises more efficiently.

With growing enterprise sales, Digital Planet leadership began to consider partnership opportunities to take the business to the next level. “We’ve done a tremendous job growing our organization in the last few years,” said Killen. “To continue bringing on enterprise clients, we needed to team up with a larger brand with dedicated resources that could provide technology solutions and customer support for these large companies.”

“Simply put, we wanted to go where the all-stars are,” said Schmidt. “Some of the greatest support people we have worked with over the years had joined UPSTACK. We felt confident that our growth would be supported.”

Digital Planet customers will benefit not only from UPSTACK’s extensive support organization but also from a wider range of solutions and specialty expertise.

“Our priority is our customers – some of them have been with us for as long as 21 years,” said Watkins. “We’re excited about joining UPSTACK because we know this partnership will provide our customers with the utmost in customer care and so many additional resources.”

For more information about UPSTACK’s agency investment program, contact

About Digital Planet Communications Inc. 

Digital Planet Communications is a technology solutions provider serving businesses of all sizes. Our consultants tap into an extensive portfolio of providers to create custom-fit solutions for your business’s telecommunications, IT and telephony equipment needs. We combine the best experts in the industry with professional service and world-class implementation. Partnering with Digital Planet delivers a unique plan based on our expertise, unparalleled service and your bottom line in mind. For more information, visit

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