Microsoft Copilot Readiness Assessment

Even If Your Microsoft 365 Environment Is Already Secure

 

Cloud Cover manages your Microsoft 365 Environment and has evaluated and put security protocols in place. So why would you still need a Copilot Readiness Assessment?

Because Copilot changes how data is accessed, surfaced, and shared—and even strong environments benefit from a final check before turning it on.

A Different Lens for a New Tool

Copilot doesn’t introduce new data, but it does change how existing data is discovered and used. That means:

  • Files that were technically accessible—but rarely touched—may suddenly surface

  • Old Teams, SharePoint sites, or OneDrive folders may become visible again

  • Licensing, admin roles, and permissions matter more than ever

  • Security posture needs to be validated against Copilot’s real-world behavior

Our Copilot Readiness Assessment looks at your environment through the lens of Copilot, not just general security.

What We Review (Beyond the Basics)

Even for clients with strong security foundations, we typically review:

  • File, SharePoint, and OneDrive permissions with Copilot in mind

  • Teams and SharePoint sprawl that could create confusion or oversharing

  • Identity and authentication alignment

  • Admin role assignments and least-privilege access

  • Microsoft Secure Score gaps that matter for AI tools

  • Licensing alignment to ensure Copilot works as intended

This isn’t about redoing work—it’s about validating that what’s in place still holds up when AI is introduced.

What You’ll Get

At the end of the assessment, you’ll receive:

  • Confirmation of what’s already in great shape

  • Clear, prioritized recommendations (if any)

  • Guidance on whether you’re ready to enable Copilot now—or what to address first

  • Confidence that Copilot won’t expose data in ways you didn’t expect

Is This Required?

Not always—but it’s strongly recommended before enabling Copilot, even in mature environments.

Think of it as a final walkthrough before flipping the switch.



 

Why AI Readiness Matters (and Why Now)

AI is transforming business operations — from email drafting and report creation to automation, documentation, and operational efficiency.
But Copilot isn’t plug-and-play. Your Microsoft 365 environment must be:

  • Configured correctly

  • Secure

  • Cleaned up

  • Governed

  • Accessible only to approved users

  • Synced with your data sources

Most organizations THINK they're ready.
Our assessments show 85% aren’t. Read our blog about questions you should be asking before you roll out Copilot: cloud-cover.me/blog/it-compliance/microsoft-copilot-questions

If you’re considering Copilot now or in the future, we’re happy to review whether a Copilot Readiness Assessment makes sense for your environment.

Frequently Asked Questions

We already have a secure Microsoft 365 environment. Do we really need this?
Not always—but Copilot changes how data is surfaced. Even well-secured environments benefit from a Copilot-specific review to make sure nothing unexpected appears once AI is enabled.

Is this a repeat of work you’ve already done for us?
No. This assessment builds on the work already in place. We’re validating your environment through the lens of Copilot, not redoing security or governance projects.

Will this disrupt our users or day-to-day work?
No. The assessment is non-disruptive and does not change settings without discussion and approval.

What happens if you find something that needs attention?
We’ll clearly explain what we found, why it matters for Copilot, and your options. You decide what—if anything—you’d like us to address.

Is this only for clients who are enabling Copilot right now?
It’s helpful even if Copilot is on your roadmap. Many clients use the assessment to prepare ahead of time so there are no surprises later.

How long does the assessment take?
Most assessments are completed quickly, depending on tenant size and complexity. We’ll outline timing upfront so there are no surprises.


 

Ready to see if your business is Copilot-ready? Book a 30-Minute Discovery Call →