Managing mobile devices in a secure and compliant way is becoming increasingly complex — especially with recent updates like iOS 26. Many organizations are now facing unexpected compliance issues when using Microsoft Intune and Conditional Access, leading to login failures, device non-compliance, and disruptions in daily operations.
For small and mid-sized businesses, these issues can directly impact productivity and increase cybersecurity risks. As a trusted MSP in Canada, System Support Canada helps businesses resolve these challenges efficiently while maintaining strong security standards.
In this guide, we’ll walk you through a proven, Microsoft-supported fix that ensures stability without weakening your Conditional Access policies.
Overview: What This Fix Does
To resolve iOS 26 compliance issues, we implement a structured approach that removes unreliable enrollment methods and replaces them with a stable configuration.
We will:
- Enroll the iPhone using Automated Device Enrollment (ADE) via Apple Business Manager
- Configure the device as Supervised
- Use device-based compliance instead of user-based enrollment
- Keep your existing Conditional Access policies unchanged
✅ This approach eliminates the iOS 26 compliance signaling issue entirely — without compromising security.
Step 1 – Prepare Apple Business Manager (ABM)
Start by ensuring your device is properly registered in Apple Business Manager.
- Sign in to Apple Business Manager:
https://business.apple.com
Use an administrator account - Verify the device:
- Go to Devices
- Search using the serial number
- Confirm the iPhone appears in the list
👉 If the device is missing:
- It must be added by Apple or an authorized reseller
- Manual enrollment will not work reliably on iOS 26
- Assign the device to Intune:
- Navigate to Devices → MDM Servers
- Select your Intune server
- Assign the device
Step 2 – Configure Intune for ADE
Proper Intune configuration is essential for stable device management.
- Go to the Intune Admin Center:
https://intune.microsoft.com - Create or verify your ADE enrollment profile:
Navigate to:
Devices → iOS/iPadOS → Enrollment → Profiles
Apply these settings:
- Supervised = Yes
- User affinity = Yes
- Company Portal = Required
- Locked enrollment = Yes
- Await final configuration = Yes
Save the profile.
- Assign the profile:
- Select the device
- Apply the ADE profile
Step 3 – Factory Reset the Device (Required)
⚠️ This step is mandatory and cannot be skipped.
- Reset the iPhone:
Go to Settings → General → Transfer or Reset iPhone → Erase All Content and Settings
Why this is critical:
- ADE and supervision only activate during initial setup
- Reinstalling Company Portal alone will NOT fix the issue
Step 4 – Enroll the Device Correctly
- Power on the iPhone and begin setup
During setup, you should see:
“This iPhone is managed by your organization”
✅ This confirms proper enrollment
- Sign in:
- Use corporate (Entra ID) credentials
- Complete the setup process
Company Portal installs automatically.
Step 5 – Verify Supervision and Compliance
- Confirm supervision in Intune:
Devices → iOS/iPadOS → Device → Hardware
Check:
- Supervised = Yes
- Verify compliance status:
Devices → iOS/iPadOS → Device Compliance
Expected result:
✅ Compliant (no warnings or grace period)
Step 6 – Keep Conditional Access Policy Unchanged
One of the key advantages of this solution is that you do NOT need to weaken your security policies.
Your existing policy should remain:
- Require compliant device
- Require multi-factor authentication
🚫 No exclusions
🚫 No device filters
🚫 No platform exceptions
This ensures your environment stays secure while resolving the issue.
Final Results: Stable, Secure, and Reliable
After implementing this solution, your organization will benefit from:
- ✅ Consistent device compliance on iOS 26
- ✅ No more Company Portal disconnections
- ✅ Reliable Conditional Access enforcement
- ✅ No compliance delays in Entra ID
- ✅ Stronger overall cybersecurity
Important Notes for IT Teams
- Manual (user-based) enrollment is unreliable on iOS 26
- This issue is caused by platform-level changes — not configuration errors
- ADE with supervised devices is currently the only stable solution
- This is the only Microsoft-supported workaround that does not require policy exceptions
Why Work With a Professional MSP in Canada?
Implementing and managing solutions like Intune, Conditional Access, and Apple Business Manager requires deep expertise and ongoing monitoring. That’s why many businesses rely on a trusted MSP in Canada like System Support Canada.
With over 15 years of experience supporting more than 80 SMEs, we deliver reliable, scalable IT support in Toronto, including:
- Responsive helpdesk and 24/7 IT support
- Proactive managed server and firewall management
- Secure backup services for servers and Microsoft 365
- Advanced cybersecurity and compliance solutions
- Business continuity planning
- Professional web design and SEO services
- IT hardware solutions from Apple, Dell, HP, Lenovo, and Ubiquiti
Our approach is built on transparency, honesty, and solutions tailored to your business goals — not generic packages.
Need Help Fixing Intune & iOS 26 Issues?
Don’t let device compliance issues disrupt your operations or weaken your security posture. With expert guidance and proactive monitoring, you can ensure everything runs smoothly — 24/7.
👉 Contact System Support Canada today to request a consultation or get a custom quote and discover how our fully managed IT services can support your business growth with reliable, secure, and scalable solutions.
