▲ 2 r/Intune

Sensitivity Label button grayed out on Jamf-managed macOS, but works fine on Intune-managed macOS

Anyone hit this: Sensitivity Label button in Microsoft 365 apps grayed out & not operational on Jamf-managed Macs, but present on Intune-managed Macs.

Same user, same M365 apps build, same license, same MDM configuration.

I am lost! Anybody an idea?

reddit.com
u/aPieceOfMindShit — 18 hours ago
▲ 3 r/jamf

Sensitivity Label button grayed out on Jamf-managed macOS, but works fine on Intune-managed macOS

Anyone hit this: Sensitivity Label button in Microsoft 365 apps grayed out & not operational on Jamf-managed Macs, but present on Intune-managed Macs.

Same user, same M365 apps build, same license, same MDM configuration.

I am lost! Anybody an idea?

reddit.com
u/aPieceOfMindShit — 18 hours ago

Sensitivity Label button grayed out on Jamf-managed macOS, but works fine on Intune-managed macOS

Anyone hit this: Sensitivity Label button in Microsoft 365 apps grayed out & not operational on Jamf-managed Macs, but present on Intune-managed Macs.

Same user, same M365 apps build, same license, same MDM configuration.

I am lost! Anybody an idea?

reddit.com
u/aPieceOfMindShit — 18 hours ago
▲ 10 r/Intune+1 crossposts

Slack for Intune (iOS) successful SSO login, but gets bounced into Slack's public sign-up flow instead of opening the workspace

Hey all — hoping someone here has run into this.

We're rolling out Slack for Intune on iOS, and after a successful sign-in the app loops us straight into the public Slack marketing/sign-up flow and pushes us toward downloading the regular consumer Slack app instead — even though Entra sign-in logs show every authentication step succeeding underneath it.

This isn't a Conditional Access or App Protection Policy issue on our side (we've ruled out assignment, CA grant controls, and App Protection data-protection settings one by one). Here's the exact sequence, step by step:

  1. "Register with Microsoft Intune to use Slack" screen. Tap Register.
  2. "Pick account" dialog appears (native iOS auth broker UI), showing the correct Entra ID test account. Select it.
  3. "Registering device" — "Please wait, this may take a few minutes" spinner.
  4. Lands on a sign-in screen for our org — "[org] requires additional verification" — with a green "Sign In with Slack Production" button.
  5. Tapping that button triggers a browser handoff: "Open this page in 'Slack Intune'?" on a login.microsoftonline.com-style URL. Tap Open.
  6. Now inside what the status bar labels as Safari (not the native app) — a "Don't miss a beat" notification opt-in screen appears, with a fake preview notification.
  7. Standard iOS system prompt: "'Slack Intune' Would Like to Send You Notifications" — Allow/Don't Allow.
  8. This is the interesting part — the actual Slack workspace UI briefly loads and works: I can see our org's workspace, Direct Messages, my own account, Slackbot, Threads, etc. Fully signed in, fully functional, still labeled as running inside Safari.
  9. Then, without any action from me, a new tab/context opens back inside "Slack Intune" (per the status bar label) showing the public marketing homepage at slack.com — "All your people and AI agents working together" / "GET STARTED" / "FIND YOUR SUBSCRIPTION."
  10. Tapping through from there lands on the generic public sign-up flow: "First of all, enter your email address."
  11. Typing in the exact same work email into that sign-up field doesn't recognize the already-authenticated, already-provisioned Enterprise Grid session from step 8 at all — instead it just routes toward downloading the regular consumer Slack app, as if I were a brand-new user signing up from scratch.

So the workspace session in step 8 proves the login and SSO handshake genuinely succeeded — I was inside the actual org workspace with my real identity. But instead of staying there or handing that session back to the native "Slack for Intune" app, it drops back into the public marketing/sign-up site, as if none of the previous steps happened.

We've confirmed via Entra ID sign-in logs (checked across multiple devices — iPhone and iPad, multiple browser contexts including Safari/Chrome/Edge, multiple times of day) that:

  • Device registration succeeds
  • App Protection Policy registration succeeds
  • The SAML SSO handshake to the Slack "Enterprise Production" enterprise app succeeds every single time
  • No Conditional Access policy is blocking or forcing an unexpected browser detour

Has anyone seen this? What are we doing wrong?

u/aPieceOfMindShit — 2 days ago

Impact of enabling "Grant MTD role permissions" for Defender on Android COPE?

Trying to streamline Defender onboarding. About to enable this toggle in Intune. What's the real impact, risk, and any visible changes for end users after it applies?

reddit.com
u/aPieceOfMindShit — 17 days ago
▲ 1 r/Intune

Impact of enabling "Grant MTD role permissions" for Defender on Android COPE?

Trying to streamline Defender onboarding. About to enable this toggle in Intune. What's the real impact, risk, and any visible changes for end users after it applies?

reddit.com
u/aPieceOfMindShit — 17 days ago
▲ 1 r/Intune

AirDrop with "Block all incoming connections" enabled in macOS Firewall?

Has anyone gotten AirDrop to work with "Block all incoming connections" enabled via the macOS firewall (managed through Intune)?

If not, is there a secure alternative approach?

We're trying to mirror our Windows default-deny-with-exceptions model on macOS: firewall enabled, policy set to "specific apps only" (AllowSigned/AllowSignedApp = false), with an explicit allow-list of applications — e.g. adding sharingd for AirDrop.

Does this sound like a sound approach, or are there gotchas we're missing (entitlements, code-signing checks, mDNS/Bonjour dependencies, etc.)?

Any real-world experience — good or bad — appreciated.

reddit.com
u/aPieceOfMindShit — 25 days ago
▲ 1 r/jamf

AirDrop with "Block all incoming connections" enabled in macOS Firewall?

Has anyone gotten AirDrop to work with "Block all incoming connections" enabled via the macOS firewall (managed through Jamf)?

If not, is there a secure alternative approach?

We're trying to mirror our Windows default-deny-with-exceptions model on macOS: firewall enabled, policy set to "specific apps only" (AllowSigned/AllowSignedApp = false), with an explicit allow-list of applications — e.g. adding sharingd for AirDrop.

Does this sound like a sound approach, or are there gotchas we're missing (entitlements, code-signing checks, mDNS/Bonjour dependencies, etc.)?

Any real-world experience — good or bad — appreciated.

reddit.com
u/aPieceOfMindShit — 25 days ago

AirDrop with "Block all incoming connections" enabled in macOS Firewall?

Has anyone gotten AirDrop to work with "Block all incoming connections" enabled via the macOS firewall (managed through Jamf)?

If not, is there a secure alternative approach?

We're trying to mirror our Windows default-deny-with-exceptions model on macOS: firewall enabled, policy set to "specific apps only" (AllowSigned/AllowSignedApp = false), with an explicit allow-list of applications — e.g. adding sharingd for AirDrop.

Does this sound like a sound approach, or are there gotchas we're missing (entitlements, code-signing checks, mDNS/Bonjour dependencies, etc.)?

Any real-world experience — good or bad — appreciated.

reddit.com
u/aPieceOfMindShit — 25 days ago

How needed is the "Block all incoming connections" recommendation for firewall?

We manage a fleet of MacBooks (MDM via Jamf Pro) and are rolling out a policy that enables the macOS firewall, sets it to "Block all incoming connections," and enforces Stealth Mode — non-configurable by the end user.

Reasoning: most of these laptops regularly connect to untrusted networks, so we want to minimize the attack surface when off the corporate network.

Downside: this kills AirDrop (receiving), Universal Control, and AirPlay (receiving), and users are pushing back hard on this.

For those of you managing similar fleets: is "Block all incoming" + Stealth Mode actually necessary/best practice for laptops that roam onto untrusted networks, or is this overkill?

Curious how others have balanced this... Appreciate any real-world experience.

reddit.com
u/aPieceOfMindShit — 1 month ago
▲ 7 r/jamf

How needed is the "Block all incoming connections" recommendation for firewall?

We manage a fleet of MacBooks (MDM via Jamf Pro) and are rolling out a policy that enables the macOS firewall, sets it to "Block all incoming connections," and enforces Stealth Mode — non-configurable by the end user.

Reasoning: most of these laptops regularly connect to untrusted networks, so we want to minimize the attack surface when off the corporate network.

Downside: this kills AirDrop (receiving), Universal Control, and AirPlay (receiving), and users are pushing back hard on this.

For those of you managing similar fleets: is "Block all incoming" + Stealth Mode actually necessary/best practice for laptops that roam onto untrusted networks, or is this overkill?

Curious how others have balanced this... Appreciate any real-world experience.

reddit.com
u/aPieceOfMindShit — 1 month ago

Sanity check — parallel Intune compliance policy with long grace period to assess impact

We're planning to eventually add two requirements to our device compliance policy:

  • Secure Boot enabled
  • Device Risk Level = Medium (or lower)

Before enforcing these, I want a solid estimate of how many/which devices would fail — without impacting users.

Our current compliance policy is tied to Conditional Access with fairly short grace periods (e.g. 3 days for "no firewall enabled" before access gets blocked).

My idea: create a separate compliance policy scoped only to these 2 settings, assign it to the same devices, but set the grace period to something long (e.g. 100 days).

That way it still evaluates and reports compliance state, but the long grace period prevents devices from actually going noncompliant and triggering our CA policies.

Questions:

  1. Is this a sound/common approach?
  2. Could a second policy failing (even in grace) somehow still affect CA policies that check "device marked as compliant"?
reddit.com
u/aPieceOfMindShit — 1 month ago
▲ 1 r/Intune

Sanity check — parallel compliance policy with long grace period to assess impact

We're planning to eventually add two requirements to our device compliance policy:

  • Secure Boot enabled
  • Device Risk Level = Medium (or lower)

Before enforcing these, I want a solid estimate of how many/which devices would fail — without impacting users.

Our current compliance policy is tied to Conditional Access with fairly short grace periods (e.g. 3 days for "no firewall enabled" before access gets blocked).

My idea: create a separate compliance policy scoped only to these 2 settings, assign it to the same devices, but set the grace period to something long (e.g. 100 days).

That way it still evaluates and reports compliance state, but the long grace period prevents devices from actually going noncompliant and triggering our CA policies.

Questions:

  1. Is this a sound/common approach?
  2. Could a second policy failing (even in grace) somehow still affect CA policies that check "device marked as compliant"?
reddit.com
u/aPieceOfMindShit — 1 month ago

Shared iPads keep filling up storage & can't install updates — how to fix it?

About 1000 Shared iPads, Managed Apple IDs and managed by Intune.

Tried with a script via the Graph but logging off multiple cached users makes the iPad lose connection with Intune. Maybe I'm missing something...

Anyone found a reliable way to log off multiple cached users on multiple devices?

Other solutions also welcome of course :)

reddit.com
u/aPieceOfMindShit — 1 month ago

Shared iPads keep filling up storage & can't install updates — how to fix it?

About 1000 Shared iPads, Managed Apple IDs and managed by Intune.

Tried with a script via the Graph but logging off multiple cached users makes the iPad lose connection with Intune. Maybe I'm missing something...

Anyone found a reliable way to log off multiple cached users on multiple devices?

Other solutions also welcome of course :)

reddit.com
u/aPieceOfMindShit — 1 month ago
▲ 1 r/Intune

Shared iPads keep filling up storage & can't install updates — how to fix it?

About 1000 Shared iPads, Managed Apple IDs and managed by Intune.

Tried with a script via the Graph but logging off multiple cached users makes the iPad lose connection with Intune. Maybe I'm missing something...

Anyone found a reliable way to log off multiple cached users on multiple devices?

Other solutions also welcome of course :)

reddit.com
u/aPieceOfMindShit — 1 month ago

How do you handle large iPadOS update rollouts with Intune DDM?

Hi all,

I’m planning an iPadOS update rollout using Microsoft Intune with DDM and would like to hear how others handle this at scale.

We have around 700 iPads spread across 4 locations. Each location has its own WiFi infrastructure and its own internet connection.

The devices are a mix of shared iPads and personal/user-assigned iPads.

The target iPadOS version has already been tested and works as expected. Downtime is acceptable, so the main concern is the impact of the rollout itself.

My questions:

What kind of impact did you see when pushing a large iPadOS update through Intune/DDM?

Did you deploy everything at once, or did you use phased rollout rings?

Did you experience any noticeable impact on WiFi, internet bandwidth, or overall network performance?

How did Apple CDN behaviour affect your rollout, if at all?

I’m mainly interested in real-world experiences from environments with hundreds or thousands of iPads.

Thanks!

reddit.com
u/aPieceOfMindShit — 1 month ago
▲ 2 r/Intune

How do you handle large iPadOS update rollouts with Intune DDM

Hi all,

I’m planning an iPadOS update rollout using Microsoft Intune with DDM and would like to hear how others handle this at scale.

We have around 700 iPads spread across 4 locations. Each location has its own WiFi infrastructure and its own internet connection.

The devices are a mix of shared iPads and personal/user-assigned iPads.

The target iPadOS version has already been tested and works as expected. Downtime is acceptable, so the main concern is the impact of the rollout itself.

My questions:

What kind of impact did you see when pushing a large iPadOS update through Intune/DDM?

Did you deploy everything at once, or did you use phased rollout rings?

Did you experience any noticeable impact on WiFi, internet bandwidth, or overall network performance?

How did Apple CDN behaviour affect your rollout, if at all?

I’m mainly interested in real-world experiences from environments with hundreds or thousands of iPads.

Thanks!

reddit.com
u/aPieceOfMindShit — 1 month ago

Shared iPads (Managed Apple ID) stuck in “Prepared” state for DDM software updates – anyone else seeing this?

Hi everyone,

We’re running into an issue with Declarative Device Management (DDM) software updates on Shared iPads managed through Microsoft Intune and I’m wondering if anyone else has seen this.

Environment

  • Microsoft Intune
  • Supervised
  • Shared iPad & Managed Apple IDs
  • Tested on both iPadOS 18.x and iPadOS 26.x

What we’re seeing

The DDM software update declaration is successfully delivered to the device.

All declaration items report Succeeded, including:

  • Download
  • Install OS Updates
  • Install Security Updates
  • Target Local Date Time
  • Target OS Version

The device also reports:

  • Install Reason: declaration
  • Install State: Prepared

 However, once the deadline passes, nothing happens. The update never starts installing.

 Devices meet all known requirements

We’ve verified the following:

  • Device is connected to power
  • Enough free storage (40 GB or more on all devices)
  • Stable Wi-Fi connection (multiple connections tested)
  • No user signed in
  • Device rebooted before testing
  • Also tested with a freshly erased Shared iPad where no user had ever signed in
  • Same behaviour on both iPadOS 18 and iPadOS 26

 

Since these are Shared iPads, powered on, idle, and no user is signed in, we expected the OS update to automatically install after the target date. Instead, the devices remain in Prepared indefinitely.

Has anyone experienced this with DDM software updates on Shared iPads?

Is this a known Apple limitation, an Intune issue, or is there another prerequisite we’re missing?

reddit.com
u/aPieceOfMindShit — 2 months ago
▲ 1 r/Intune

Shared iPads (Managed Apple ID) stuck in “Prepared” state for DDM software updates – anyone else seeing this?

Hi everyone,

We’re running into an issue with Declarative Device Management (DDM) software updates on Shared iPads managed through Microsoft Intune and I’m wondering if anyone else has seen this.

Environment

  • Microsoft Intune
  • Supervised
  • Shared iPad & Managed Apple IDs
  • Tested on both iPadOS 18.x and iPadOS 26.x

What we’re seeing

The DDM software update declaration is successfully delivered to the device.

All declaration items report Succeeded, including:

  • Download
  • Install OS Updates
  • Install Security Updates
  • Target Local Date Time
  • Target OS Version

The device also reports:

  • Install Reason: declaration
  • Install State: Prepared

 However, once the deadline passes, nothing happens. The update never starts installing.

 Devices meet all known requirements

We’ve verified the following:

  • Device is connected to power
  • Enough free storage (40 GB or more on all devices)
  • Stable Wi-Fi connection (multiple connections tested)
  • No user signed in
  • Device rebooted before testing
  • Also tested with a freshly erased Shared iPad where no user had ever signed in
  • Same behaviour on both iPadOS 18 and iPadOS 26

 

Since these are Shared iPads, powered on, idle, and no user is signed in, we expected the OS update to automatically install after the target date. Instead, the devices remain in Prepared indefinitely.

Has anyone experienced this with DDM software updates on Shared iPads?

Is this a known Apple limitation, an Intune issue, or is there another prerequisite we’re missing?

reddit.com
u/aPieceOfMindShit — 2 months ago