The MSP tooling market turned into a bloodbath in 2025. Kaseya bundled everything into Kaseya 365 at a price designed to make ConnectWise partners think twice about renewing. ConnectWise hit back with AI-powered PSA and an M365 security suite built with Microsoft and Pax8. Pax8 kept expanding their marketplace and playing Switzerland.
I've spent time in all three over the past few months. Here's where I landed. Kaseya 365 wins on price, no question. ConnectWise wins on ecosystem depth, the integrations are just more mature. Pax8 wins on flexibility, you're not locked into their stack the way you are with the other two.
There's no wrong answer. But there is a wrong strategy, and it's running pieces of all three because you can't make a decision. Pick your stack. Go deep. Learn the automations. Build the workflows. The MSPs winning right now aren't the ones with the most tools. They're the ones who know their tools cold.