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Most professional services firms should ask 7–10 critical questions before hiring a Managed Service Provider (MSP). These questions determine whether your firm experiences fewer than 2–3 major IT incidents per year —or deals with recurring outages, security gaps, frustrated staff, and reactive firefighting. For firms with 25–75 employees , managed IT services typically cost $200–$250 per user per month in the Oakville and GTA West region. At that level of investment, choosing the wrong MSP doesn’t just create inconvenience—it can cost tens of thousands of dollars per year in lost productivity, downtime, security exposure, and leadership distraction. Below is a practical, buyer-focused framework to help professional services firms evaluate MSPs based on outcomes, security, and long-term reliability , not marketing promises.

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