How Healthy Is Your Microsoft 365?

Answer a few simple questions and discover the areas of Microsoft 365 that may be putting your organization at risk or creating unnecessary cost.

  • About 10 minutesShort and to the point.
  • No technical knowledgePlain business questions.
  • Six areas coveredSecurity, backups, devices, files, offboarding, licensing.
  • Built for small organizationsSmall businesses and non-profits.
TAKE THE FREE MICROSOFT 365 HEALTH CHECK

No tenant access required. No admin credentials. No technical setup.

Microsoft 365 can look fine until something goes wrong.

Most small organizations use Microsoft 365 every day for email, Teams, and files. Far fewer have someone actively looking after the environment. It keeps working, so nobody checks. The gaps only show up when a laptop goes missing, a file disappears, or someone asks who still has access.

The problems we see most often are ordinary ones:

  • Former employees who still have access to email or files
  • Important files living in personal OneDrives instead of shared locations
  • Accounts protected by a password alone
  • No tested way to recover data if something is deleted
  • Company laptops and phones nobody manages
  • Licenses being paid for but not used, or the wrong plan for the job

What the Health Check reviews

Six areas every small organization should have under control.

Account & Admin Security

Are user accounts and administrator access properly protected?

Onboarding & Offboarding

Can you confidently add and remove employees without losing data or leaving access behind?

Backup & Recovery

Could you recover important Microsoft 365 data if something disappeared?

Devices

Are company laptops and mobile devices properly managed and protected?

Files & Sharing

Are OneDrive, SharePoint, and Teams being used safely and consistently?

Licensing & Administration

Are you paying for the right Microsoft 365 services and keeping the environment properly managed?

How it works

Answer the questions

Complete a short plain-English assessment. No logins, no screenshots, no technical terms.

See your results

Identify the areas that need the most attention and the ones that are already in good shape.

Know what to fix first

Get a practical view of where to focus instead of trying to improve everything at once.

Who it is for

The Health Check is written for the person who ends up responsible for Microsoft 365 without it being their job.

A good fit

  • Organizations with roughly 10 to 50 people
  • Small businesses
  • Non-profits
  • Organizations using Microsoft 365 without a dedicated M365 specialist
  • Organizations unsure whether Microsoft 365 is configured properly

Not designed for

  • Large enterprises with mature internal IT and security teams
  • Organizations looking for penetration testing
  • Organizations not using Microsoft 365

Before you start

A few things worth knowing so there are no surprises.

  • We do not ask for your Microsoft 365 password.
  • We do not need administrator access to your environment.
  • This first version is based on simple business questions, not a technical scan.
  • The result points to areas worth reviewing. It is not designed to alarm you.
  • Completing the Health Check does not obligate you to buy consulting. Cloud Bear Consulting is an independent Microsoft 365 consultancy, not affiliated with Microsoft.

Find out what you should fix first.

TAKE THE FREE MICROSOFT 365 HEALTH CHECK

10 minutes. Plain English. Built for small organizations using Microsoft 365.

The Health Check is almost ready.

We are finishing the interactive assessment. Email enquiries@cloudbearconsulting.com with the subject "Health Check" and we will send you the link the moment it is live.