At Takala Technology, we believe that great IT support starts with great communication. If you’re considering a new IT provider, the key to a strong partnership is asking the right questions—ones that go beyond flashy sales presentations and get to the heart of how a provider will actually support your business.

We’ve compiled 16 essential questions to help you evaluate whether a Managed Services Provider (MSP) is the right fit—not just technically, but strategically and culturally. These questions are designed to uncover how well they’ll align with your needs, your team, and your long-term goals.

Here’s a preview of what to ask:

Smart Questions for a Smart Partnership

  1. Why should we work with your firm?

  2. Why shouldn’t we work with your firm?

  3. What are the biggest challenges to a successful partnership?

  4. How does your escalation process work?
    What happens if we’re not satisfied with the response time or resolution of a ticket?

  5. Beyond cybersecurity awareness, what other end user training do you provide?

  6. What reports do you provide to the management team—and how often?

  7. What does your onboarding process look like?

  8. What makes your firm different from other IT providers?

  9. Do you use in-house or contracted resources for services?

  10. What would you need from us to ensure a smooth transition?

  11. How often do you meet with clients for strategic planning or business reviews?

  12. If we were hit with ransomware today, what would your Disaster Recovery process look like?

  13. When a new technician joins your team and gets a ticket from us, how are they prepared to handle it confidently?

  14. How do you measure customer satisfaction and ensure service quality over time?

  15. How often do you raise prices—and when was the last time you did?

  16. We have a new employee starting. What should we expect from your onboarding support—and what do you expect from us?

Why These Questions Matter

These aren’t just nice-to-know questions—they reveal how transparent, responsive, and proactive a provider will be once the contract is signed. They also help uncover the real-world experience you can expect, not just the promises made in a pitch.

At Takala Technology, we welcome these conversations. We pride ourselves on being a partner who listens first, explains clearly, and builds services around what you need—not what we want to sell.

Want the full breakdown?
Download our free guide: “16 Questions to Ask When Evaluating a New Provider” HERE

Let’s talk about how we can bring clarity, confidence, and true partnership to your IT experience.

Reach out today.