ENTREPRENEURIAL TOOLBOX
Kaseya’ s Dan Tomaszewski Is Driving MSPs Toward a Championship Season
From peer groups to sales enablement, Dan Tomaszewski’ s playbook is designed to help all MSPs score big in business.
BY COLLEEN FRYE
After his family, two of Dan Tomaszewski’ s biggest passions— the Detroit Lions and MSPs— have a lot in common.
One of the NFL’ s oldest franchises, the Lions have never won a Super Bowl and have more losses than wins on their traditional Thanksgiving Day games. Yet Tomaszewski is unfazed.“ You’ re not going to find a bigger Detroit Lions fan than this guy right here,” says the executive vice president of channel for Kaseya.
His belief is paying off. With a new coach and quarterback leading the team since 2021, the Lions achieved their first division title in 30 years during the 2023 season and posted a franchise-best 15 – 2 record in 2024.
Similarly, you’ re not going to find a bigger fan of MSPs than Tomaszewski, who successfully launched, grew, and exited his Michigan-based MSP. And he believes, building on Kaseya’ s foundation, that MSPs are on the cusp of their own winning trajectory too.
Building Community, Business, and Profits
As an MSP business owner, Tomaszewski learned the importance of sales and marketing and the uplift from being part of a peer group when he joined TMT, which Kaseya recently acquired. After sharing his successful growth strategies on stage at the Better Your Best contest, an annual competition for TMT’ s highest level peer group, other MSPs sought him out for advice— which both humbled and inspired him.
Tomaszewski exited his MSP in 2018 and went to ID Agent as vice president of channel success and training. When Kaseya acquired ID Agent, he was charged with developing the Powered Services program, a sales and marketing enablement platform that has helped more than 7,000 MSPs enhance sales objectives and close deals.
Fast forward to 2025. Tomaszewski, now executive vice president of channel, is responsible for gathering feedback from the MSP community and ensuring a persistent focus on amplifying their voice to provide continued customer experience improvements. He is spearheading all of Kaseya’ s MSP enablement, bringing together Powered Services, TMT, and TruMethods, which Kaseya acquired in 2021.
Founded by Gary Pica, TruMethods developed an IT ops platform called myITprocess, an IT strategic planning solution that creates client-facing executive summaries, IT roadmaps, and interactive QBR presentations. TruMethods also has the TruMethods Peer groups.
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