Outlook for Mac enterprise toolbar customization
I'm a Mac systems administrator in an organization that uses a third-party plugin for reporting phishing/spam emails. We are looking for a way to ensure that our reporting button is in the toolbar by default (while still allowing end-user customization) and the default Microsoft one is not in the toolbar by default. I've checked the administrator's guide info here: https://learn.microsoft.com/en-us/microsoft-365-apps/mac/preferences-outlook and while there are ways to customize a LOT of Outlook's features for enterprise purposes, there doesn't seem to be a way to specify a toolbar entry be present or not.
Issue with certificate renewal for exchange Edge Transport Server
Hello team, I have come across a very particular problem I deployed 2 exchange server 2019 with one edge transport server When we are renewing the Certificates with wildcard certificate on both mailbox server ,and on edge transport server ,it is impossible for me to renew the edge subscription It says the cerificate is in "doublon" (repetitive) on one of the Exchange servers.I have always been using same certificate on exchange server be it edge or mailbox I tested a bogus different certificate on mailbox and on edge,only then th e edge sync works Did anybody come across this issue. ThanksSecurity Community Spotlight: Luca Romero Arrieche Heller
Meet Luca, Modern Workplace and Cloud Consultant at SoftwareOne Iberia, a Microsoft Partner. Luca has been working with Microsoft Security and cloud technologies for over a decade, closely following the evolution of the Microsoft Security ecosystem. Today, Luca focuses on Modern Work and security transformation projects, including large-scale Microsoft 365 migrations, enterprise messaging modernization with Exchange Online, endpoint management deployments with Microsoft Intune, and identity-driven security architectures across Microsoft environments. In addition to implementation projects, Luca also delivers technical workshops focused on threat protection and Microsoft security technologies, helping organizations better understand and implement solutions such as Microsoft Defender XDR, Microsoft Entra ID, endpoint security, and Zero Trust strategies to strengthen their overall security posture. Here’s what Luca had to say about his winding road through Microsoft Security and its Community. All responses are quotes from Luca. Microsoft Security Community How would you describe your Microsoft Security Community involvement or advocacy, globally and/or locally? When did you begin? My involvement with the Microsoft Community began early in my career through regional Microsoft community and influencer programs in Brazil. During that time, I became involved with Microsoft Virtual Academy (MVA) and started writing security-focused technical articles based on real project experience. My early technical journey began working with on-premises technologies such as ISA Server, Exchange Server, and Active Directory, which provided a strong foundation in Microsoft infrastructure and security. Through community participation and my blog, I began documenting real-world implementations and lessons learned related to Microsoft Security and cloud technologies. Over the years, my professional work has remained closely connected to the Microsoft ecosystem, implementing technologies such as Advanced Threat Analytics (ATA), Advanced Threat Protection (ATP), Microsoft Defender XDR, Microsoft Entra ID, and Microsoft Intune in enterprise environments. Today, my community advocacy is strongly connected to real-world experience, focusing on Zero Trust architectures, identity protection, modern endpoint security, and large-scale Microsoft 365 transformations and migrations. I noticed you’ve also answered a number of questions and have helped provide solutions in Microsoft Tech Community forums. How did you come across this and what inspired you to help? I have always been encouraged to participate in the technical community and share knowledge. Since the early days of TechNet, I have been involved in learning from others and contributing whenever possible. The culture of collaboration within the Microsoft ecosystem played an important role in my professional development. Many of the challenges I faced early in my career were solved thanks to the knowledge shared by the community. Because of that, contributing back feels natural. In the Microsoft Security Tech Community forums, I often see questions that are very similar to challenges I face in my daily work as a consultant. Sharing my experience becomes a practical way to help others navigate similar situations. Experience is important not only for solving problems, but also for knowing where to look and how to approach a solution. When I see questions without answers or clear guidance, I try to contribute by sharing practical insights, troubleshooting approaches, and real-world solutions. What do you find most rewarding about being a member of the Microsoft Security Community? What I find most rewarding is knowing that the community played a direct role in shaping my professional journey. Early in my career, I learned extensively through forums, technical discussions, and shared knowledge. That collaborative environment enabled me to grow into increasingly complex enterprise projects. Over the years, I have followed the evolution of Microsoft Security solutions... the community has always been part of that journey. Today, being able to contribute insights gained from large-scale security architectures, identity modernization, and enterprise Microsoft 365 migrations is my way of giving back. Additionally, as a founding member of Microsoft Virtual Academy, I published security-focused technical articles and created my blog to document real-world implementations, always referencing sources and applied knowledge. Speaking of Microsoft Security solutions...which feature or product has provided the most impact? How has it helped you or your customers? The combination of Entra ID Protection with Conditional Access and the unified visibility of Defender XDR (are the Microsoft Security products that have) delivered the greatest impact by reducing compromised credential risks and accelerating incident response through identity, endpoint, and cloud workload correlation. Back to the Microsoft Community- what advice do you have for others who would like to get involved? My advice is simple: start by learning, then share what you have genuinely implemented in practice. The community values real-world experience, technical honesty, and genuine collaboration. It’s not about visibility — it’s about adding value. Be consistent, support others, and document your journey. Impact follows naturally. Linking up with Luca Do you have anything you’d like to promote or recommend? I recommend diving deeper into Intune, Defender, and Exchange Online, especially focusing on the integration between identity, endpoint protection, and email security within a well-structured Zero Trust Where can people get in touch with you or follow your content? LinkedIn: https://www.linkedin.com/in/lucarheller GitHub: https://github.com/LucaARHeller Blog: https://lucaheller.wordpress.com/ Microsoft Tech Community: LucaHeller Please share anything else essential to you. Before thinking about advanced security tools, it is essential to understand how the underlying technologies work. Whether it is something simple like DNS resolution, how authentication flows operate, or how policies are applied across enterprise environments, these foundational concepts are what allow security architectures to be built correctly. For me, combining strong technical fundamentals with modern security technologies and real-world implementation experience is what enables organizations to build secure and resilient Microsoft environments. Luca’s story is a strong reminder of what makes the Microsoft Security Community thrive: practical contributions grounded in real-world experience. Through training, documenting, and showing up to help others, Luca demonstrates how continuous learning and compassion can benefit everyone. The community is better for his continued involvement, and his journey is an invitation for others to participate, share what they’ve learned, and keep strengthening security together. __________________________________________________________________________________________________________________________________________________________________ Learn and Engage with the Microsoft Security Community Log in and follow this Microsoft Security Community Blog. Follow = Click the heart in the upper right when you're logged in 🤍. Join the Microsoft Security Community and be notified of upcoming events, product feedback surveys, and more. Get early access to Microsoft Security products and provide feedback to engineers by joining the Microsoft Security Advisors. Join the Microsoft Security Community LinkedIn Group and follow the Microsoft Entra Community on LinkedIn.I built a free, open-source M365 security assessment tool - looking for feedback
I work as an IT consultant, and a good chunk of my time is spent assessing Microsoft 365 environments for small and mid-sized businesses. Every engagement started the same way: connect to five different PowerShell modules, run dozens of commands across Entra ID, Exchange Online, Defender, SharePoint, and Teams, manually compare each setting against CIS benchmarks, then spend hours assembling everything into a report the client could actually read. The tools that automate this either cost thousands per year, require standing up Azure infrastructure just to run, or only cover one service area. I wanted something simpler: one command that connects, assesses, and produces a client-ready deliverable. So I built it. What M365 Assess does https://github.com/Daren9m/M365-Assess is a PowerShell-based security assessment tool that runs against a Microsoft 365 tenant and produces a comprehensive set of reports. Here is what you get from a single run: 57 automated security checks aligned to the CIS Microsoft 365 Foundations Benchmark v6.0.1, covering Entra ID, Exchange Online, Defender for Office 365, SharePoint Online, and Teams 12 compliance frameworks mapped simultaneously -- every finding is cross-referenced against NIST 800-53, NIST CSF 2.0, ISO 27001:2022, SOC 2, HIPAA, PCI DSS v4.0.1, CMMC 2.0, CISA SCuBA, and DISA STIG (plus CIS profiles for E3 L1/L2 and E5 L1/L2) 20+ CSV exports covering users, mailboxes, MFA status, admin roles, conditional access policies, mail flow rules, device compliance, and more A self-contained HTML report with an executive summary, severity badges, sortable tables, and a compliance overview dashboard -- no external dependencies, fully base64-encoded, just open it in any browser or email it directly The entire assessment is read-only. It never modifies tenant settings. Only Get-* cmdlets are used. A few things I'm proud of Real-time progress in the console. As the assessment runs, you see each check complete with live status indicators and timing. No staring at a blank terminal wondering if it hung. The HTML report is a single file. Logos, backgrounds, fonts -- everything is embedded. You can email the report as an attachment and it renders perfectly. It supports dark mode (auto-detects system preference), and all tables are sortable by clicking column headers. Compliance framework mapping. This was the feature that took the most work. The compliance overview shows coverage percentages across all 12 frameworks, with drill-down to individual controls. Each finding links back to its CIS control ID and maps to every applicable framework control. Pass/Fail detail tables. Each security check shows the CIS control reference, what was checked, what the expected value is, what the actual value is, and a clear Pass/Fail/Warning status. Findings include remediation descriptions to help prioritize fixes. Quick start If you want to try it out, it takes about 5 minutes to get running: # Install prerequisites (if you don't have them already) Install-Module Microsoft.Graph, ExchangeOnlineManagement -Scope CurrentUser Clone and run git clone https://github.com/Daren9m/M365-Assess.git cd M365-Assess .\Invoke-M365Assessment.ps1 The interactive wizard walks you through selecting assessment sections, entering your tenant ID, and choosing an authentication method (interactive browser login, certificate-based, or pre-existing connections). Results land in a timestamped folder with all CSVs and the HTML report. Requires PowerShell 7.x and runs on Windows (macOS and Linux are experimental -- I would love help testing those platforms). Cloud support M365 Assess works with: Commercial (global) tenants GCC, GCC High, and DoD environments If you work in government cloud, the tool handles the different endpoint URIs automatically. What is next This is actively maintained and I have a roadmap of improvements: More automated checks -- 140 CIS v6.0.1 controls are tracked in the registry, with 57 automated today. Expanding coverage is the top priority. Remediation commands -- PowerShell snippets and portal steps for each finding, so you can fix issues directly from the report. XLSX compliance matrix -- A spreadsheet export for audit teams who need to work in Excel. Standalone report regeneration -- Re-run the report from existing CSV data without re-assessing the tenant. I would love your feedback I have been building this for my own consulting work, but I think it could be useful to the broader community. If you try it, I would genuinely appreciate hearing: What checks should I prioritize next? Which security controls matter most in your environment? What compliance frameworks are most requested by your clients or auditors? How does the report land with non-technical stakeholders? Is the executive summary useful, or does it need work? macOS/Linux users -- does it run? What breaks? I have tested it on macOS, but not extensively. Bug reports, feature requests, and contributions are all welcome on GitHub. Repository: https://github.com/Daren9m/M365-Assess License: MIT (free for commercial and personal use) Runtime: PowerShell 7.x Thanks for reading. Happy to answer any questions in the comments.
Running Un-attended Scripts via Task Scheduler
I am trying to get some of my PS Scripts that are required regularly to run un-attended on a server using Task Scheduler. I am aware that App Registrations seem to be the recommended way, but I am struggling to find the best way to plan and deploy a solution. For example, one of the jobs I want to automate is a search using Exchange get-messagetracev2, I have created a service account, given the account Delegate Full Access permissions to 31 shared mailboxes I need to report on. Basically, I need to know how many emails have been received during the previous week to each mailbox. Generate a csv, list the mailbox, start date - end date, number of emails received, then ideally either email 3 users the report, or send a Teams notification (using Workflow Bot) to send a notification that the report is ready and the file is attached. I must be using the least permissive method of doing this, looking for ways to achieve this with the lowest level of access and to understand the best config for the App Registration, can I use Delegate or must it be App permissions? Thanks in advanceDynamic Distribution Group with no Disabled Accounts
Hi I'm trying to build a few Dynamic Distribution Lists in Exchange Online and want to only include Active Users (i.e., users that are marked "Active" in Azure AD). I've tried using the UserAccountControl attribute (-eq 514 or -ne 514 - both are returning the same results, which is strange), but it still includes user accounts that are disabled. This is how my recipient filter looks like: RecipientType -eq 'UserMailbox' -and UserAccountControl -ne 514 What's the best way to achieve this in Exchange Online? Thanks Taranjeet SinghPrimer: How to Use RBAC for Applications to Control App Use of the Mail.Send Permission
The temptation to use the Mail.Send application permission in scripts can lead PowerShell developers into trouble because the permission allows access to all mailboxes, including sensitive executive and financial mailboxes. Fortunately, RBAC for Applications allows tenants to control the access that apps have to mailboxes and other Exchange content. All explained here with an example script to test RBAC of Applications. https://office365itpros.com/2026/02/17/mail-send-rbac-for-applications/DMARC rejection after Exchange upgrade
I'm having problems with inbound emails getting bounced as Undeliverable due to DMARC rejection. For many years I've had my email come through Fasthosts / Livemail to my own domain (qts.org.uk) with catch-all forwarding set to forward everything to my GMail account. Just recently Fasthosts have upgraded their servers to Exchange and I've started getting DMARC rejections from GMail which start Diagnostic information for administrators: Generating server: exchange2019.livemail.co.uk Total retry attempts: 1 (my gmail email address) t1-hex-xprelay.gem.livemail.co.uk Remote Server returned '550 5.7.26 Message rejected by DMARC policy by gmail.com. Please use your own email address as the sender, instead of (sender's email address). [MSG0009]' Which bounce from Fasthosts / Livemail back to my GMail address. My own domain has SPF, DMARC, and DKIM configured I've done a little digging and it appears to only affect senders from originating domains with DMARC set to reject. So either GMail has coincidentally become much more strict (possible) or Fasthosts are somehow failing to forward emails fully transparently. I have spoken to Fasthosts and logged the issue with them and was not impressed so I hope the experts here can offer a solution I can forward to them.Cross tenant migration tools : New MS solution compared to Migration Wiz?
Hi, I'm looking for informations about advantages and limitations between new Microsoft Cross Tenant migration solution (Preview) and "Migration Wiz". Microsoft solution look more limited and doesn't seem to have Free/busy sync. What are the returns for those who did use MS cross tenant solution ? Thanks,
