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Calgary MSP Dinner Meetup: CEOs, Project & Service Managers, September 2026

Running an MSP is the kind of work you can really only talk through with people who do it too. This is a small dinner for owners, project managers, and service managers to compare notes on what actually keeps the work moving: capacity, ticket flow, hiring, margins, and getting projects finished.

No slides and no vendor pitch. Just a good meal at Owens Landing and a table of peers who get it. We keep the group small on purpose so the conversation stays real.

This dinner runs alongside CanITCon, but you don't need to be attending the conference to join us.

Who it is for

  1. MSP owners and partners
  2. Project and service delivery managers
  3. Operations leaders who own how the work gets done

The details

Seats are limited, we only ask for a cover charge to hold your spot. Come hungry, bring the problem you have been working on, and leave with a few peers worth calling the next time you are stuck.

Previous Meetups
What Guests Say
“It was refreshing to meet other MSPs and speak openly about our respective businesses rather than being concerned about competition. We had some great collaborative discussions, planting seeds for future get-togethers.”
Kris HarnessPresident, KDH Consulting
“I enjoyed getting to talk with you and the other hosts and connecting with other MSP leaders. Hopefully you'll continue putting these events together!”
Paul ZimmermanCTO & VP, Fidelis
“Yes, let's do this again! It was great getting together with other local MSP leaders and having open, genuine conversations on a variety of topics. Looking forward to the next one!”
James AmmonsCTO, KDH Consulting
“It was great to meet you and the other vendors as well as the other MSPs!”
Gary KawamuraBusiness Development Manager, Dynamic Computing
“It was great to just have a normal conversation with peers. Some time to talk shop but also just some time to enjoy lunch. I would love to go back and meet more people at these events. Thanks again for having me.”
Alex Boyd
Your Host
TopLeft

Most MSPs lose 15-25% of capacity to tickets and projects scattered across tools. TopLeft syncs it all to your PSA on one visual board, so you can scale without adding headcount.

Wim Kerkhoff
Wim Kerkhoff
Founder/CEO
wim@topleft.team
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Alternative Payments

We provide MSPs with an all-in-one payment integration that supports a variety of local payment methods, enabling them to streamline transactions and reach new markets.

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Maria Lussio
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maria@alternativepayments.io
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Michael Cheng
Senior Account Executive
michael@alternativepayments.io
Gradient MSP

Gradient helps MSPs fix billing leaks and build a stronger brand with done-for-you LinkedIn content and social media marketing. Built by MSP operators, for MSPs who are done leaving revenue on the table.

Colin Knox
Colin Knox
Founder & CEO
info@meetgradient.com