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Changing the Offline Access Period for Sensitivity Labels
One of the settings for sensitivity labels governs how long items protected by a label remain accessible (including offline access) before reauthentication. The default is 30 days, which is a good balance between security and avoiding users having to constantly reauthenticate to open protected messages and files. If necessary, tenant administrators can change the validity period to be anything from 0 to 65535 days. https://office365itpros.com/2025/10/14/offline-access-validity-period/Creating a Comprehensive Inactive Guest Account Report
Many examples of how to report inactive Entra ID guest accounts with PowerShell are available on the internet, but they're all flawed because they make decisions based on the last sign in. That's a shortsighted method because it doesn't take guest activity into account. This article explains how to combine audit data with sign-in data to create an enhanced view of guest account activity so that intelligent decisions can be made to keep or retain the accounts. https://practical365.com/inactive-guest-account-report/Replying to emails from M365 Outlook group
A problem I am stumped with, so I am reaching out for some help/guidance. One group wants to not have the emails going into their own inbox but manage and reply only from the group inbox itself (so they know the email has been processed by deleting it once replied). It worked OK to begin with and then some users couldn't reply, then more. Some still can. I have tried reindexing local copy, using browser instead of app & changing the send on behalf of permissions. Owner or member of group doesn't seem to make a difference. Error messages include "This message can't be sent because it no longer exists. It can only be discarded. Make sure you copy the contents of the message before you discard if you want to use them later." and "Couldn't send this message". Please see screenshots attached. My questions: 1: Is Outlook on M365 designed to allow users to reply from the group either as the "group" or as themselves? Information I found isn't clear. 2: If it is / can be - what can I do to make it work for all users? Thanks!ChatGPT Enterprise Connects to SharePoint Online
OpenAI has launched a ChatGPT enterprise SharePoint Connector that allows organizations to synchronize files from SharePoint Online to ChatGPT. I could never understand why Microsoft 365 tenants allowed users to upload individual files from SharePoint or OneDrive to ChatGPT for processing. Using a connector to synchronize entire sites to ChatGPT makes even less sense, especially from a compliance perspective. I must be missing something! https://office365itpros.com/2025/10/13/sharepoint-connector-chatgpt/
Can't Install 365 on Mac Air Sequoia 15.7.1
I have a 2024 Mac Air with the latest Sequoia OS, 15.7.1. I am looking to replace MS Office Version 16.101 with MS 365. I have uninstalled 16.101 three times and then tried to install from the online MS 365 site three times, and each time I end up with the old Office 16.101, not 365. I have spent endless hours online and by phone with MS bots and personnel, and with the JustAsk technical "service" they referred me to (which was a waste of $45). No one has an explanation and they just keep telling me to uninstall and reinstall. There seems to be some technical incompatibility between 365 and my Mac, so when I go to download it feeds me 16.101 without explaining what that incompatibility might be. I'm not a techhead, but I have used Mac Airs for years and MS for decades without such problems. Has anyone else had such problems? Any suggestions? Thanks for any help.Maintaining Productivity During Hybrid or Phased Rollouts in Microsoft 365
Rolling out Microsoft 365 (M365) across an organization is rarely a single event — it’s often a journey. Whether you’re migrating from on-prem systems, introducing new collaboration tools, or enabling hybrid work capabilities, phased or hybrid rollouts are the norm. However, these staggered deployments come with a common challenge: how do you maintain productivity and minimize disruption when not everyone is on the same page — or platform — yet? Below are practical strategies and best practices to help your teams stay productive, connected, and confident throughout your M365 rollout. https://dellenny.com/maintaining-productivity-during-hybrid-or-phased-rollouts-in-microsoft-365-2/MS Outlook app on Apple Watch SE
I have an Apple Watch SE (A2355) and the MS Outlook app cannot be installed on it anymore. It was an excellent way to access my work calendar on the go. The reason is that the OS version is 10.6 but 11 is needed. Is there a workaround or a fix for this? Note that I can't use Apple Calendar because my employer has disabled the Outlook calendar sharing function for security reasons.Microsoft 365 Tips for Non-Profits with Limited Budgets
Running a non-profit means balancing passion with practicality. You want to maximize your impact — but every dollar counts. Fortunately, Microsoft 365 offers powerful tools that can help you streamline operations, improve collaboration, and boost productivity — often at little or no cost for eligible non-profits. Here are some smart, budget-friendly ways to make the most of Microsoft 365. https://dellenny.com/microsoft-365-tips-for-non-profits-with-limited-budgets/Setting Up Conditional Formatting in Microsoft Lists
Microsoft Lists is a powerful tool for organizing, tracking, and managing information. But beyond just storing data, Lists also lets you visually highlight important details using conditional formatting — a feature that can make your lists more intuitive and actionable at a glance. In this post, we’ll walk through what conditional formatting is, why it’s useful, and how you can set it up step by step. https://dellenny.com/setting-up-conditional-formatting-in-microsoft-lists/
Microsoft Translator Conversation feature stopped working (“Unable to create new conversation”)
When trying to start a conversation, the mobile app (Android/iOS) shows the message: "Unable to create a new conversation. Try again." (Swedish version: "Det går inte att skapa en ny konversation. Försök igen.") About two weeks ago, the live transcription started to become very slow, with text appearing in large chunks instead of line by line. Shortly after that, the Conversation feature stopped working completely. We have tested this on multiple devices and platforms: – Android (several users, including myself) – iOS (tested by a colleague and a user we support) All users experience the same issue — no new conversation can be created. This function is used as a speech-to-text accessibility tool for deaf and hard-of-hearing users, so it is critical for communication support nationally in Sweden.
