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.
Disable incessant nagware popups
I don't know about everyone else, but I am sick and tired of the nagware pop ups in Word, Excel, PowerPoint, Outlook, etc. Every single product harasses me with pop ups trying to tell me "hey, did you know this feature was here?", "you can do this if you click that", "let me hold your hand through using products you've used for decades even though you don't want daddy Microslop to do that". This is a prime example. I keep getting the same ones again and again and again and everything I've read indicates they should only appear once. But they don't. They keep coming back like a psychotic stalker ex who wants alimony even though you were never married. How do I get this nagware to stop?!
Compliance licenses at tenant level
Hi, We are a small organization of about 200 employees, and we have following requirements. DLP policies configuration at Exchange, OneDrive, SharePoint BYOD security Users should not be able to send files outside the org And so on as we evaluate We already have M365 Business Premium. However, after researching we figured out that M365 Business premium will alone not solve our requirements. May be compliance license will. We want to apply security policies at tenant level in our organization but definitely do not want every user to get licenses as this will be expensive for us and there is no requirement at all for our users. The question is, Is there a way to solve the above scenario?
Arcihtekt M365 // Ogłoszenie pracy
Kim jesteśmy? Technologia to nasza pasja, ale nie tylko! Wspieramy inicjatywy społeczne, ekologiczne i promujące aktywny styl życia. Jesteśmy laureatem prestiżowych nagród posiadamy certyfikat Great Place to Work, a na co dzień współpracujemy z globalnymi liderami IT - VMware, Fortinet, IBM, HPE, Dell, Hitachi, Microsoft, AWS. Nasz zespół tworzą utalentowani inżynierowie i doświadczeni architekci IT. Dołącz do nas i zostań częścią #ITSFteam! Kogo szukamy? Arhitekta M365, który dołączy do naszego zespołu i będzie odpowiedzialny za projektowanie, wdrażanie oraz zarządzanie rozwiązaniami opartymi na Microsoft 365. Idealny kandydat to osoba z doświadczeniem w architekturze chmurowych rozwiązań Microsoft, posiadająca umiejętność kompleksowego projektowania i optymalizacji procesów w obrębie aplikacji i usług M365, takich jak Teams, Sharepoint, Exchange Online, OneDrive, Power Platform czy Microsoft 365 Copilot. Warto od razu zaznaczyć, będzie to praca w modelu hybrydowym 4/1 w Warszawie. Co oferujemy? Współpaca bezpośrednio z nami na okres długofalowy (5+ lat); Możliwość rozwoju przy pracach dla największych klientów Enterprise w całym kraju; Pakiet medyczny Medicover; Karta Multisport; Program PPK; Lekcje angielskiego; Dodatkowy dzień urlopu z okazji urodzin; Około 8 integracji frmowych w roku :) Jeśli propozycja brzmi interesująco i chciałbyś poznać więcej szczegółów na temat wymagań, bądź zakresu obowiązków — to śmiało aplikuj przez link niżej: https://itsf.traffit.com/public/an/0ed08bcedcd522af2936290b48d33a9e48697565
Hidden Group and Hidden Group Membership
Hi everyone! I have come across a requirement where the client would like to use an excel spreadsheet, a service account and application registration to manage group membership for a confidential group. They would like to create a group from which the members cannot leave, see other team members and cannot see the group itself. Now, I have the concept of the flow with me but for the life of me, I cannot get around to finding/configuring a group that meets the requirement. Have you guys come across this sort of scenario? Group Configuration: Users should not be able to view the group Users should not be able to view members of the group Users should not be able to leave the group Thanks in advance.Issues with Sensitivity Labels and "Specific email addresses or domains" - Not working
Hello! We have enabled Sensitivity Labels in our tenant. The access control settings for the label states that a specific domain gets the permission "Co-Author". When we enable the Sensitivity label on a document and sent it towards the approved domain, it results in an error message when authenticating to open the document: "Selected user account does not exist in tenant 'Veni AS' and cannot access the application in that tenant. The account needs to be added as an external user in the tenant first. Please use a different account." After doing some research I did some changes to the external domain within the Cross-tenant settings. The external domain now has the following settings: Inbound access: Allow access on external users and groups, within B2B Collaboration Allow access on external users and groups, within B2B direct connect Trust multifactor authentication from Microsoft Entra tenants, within Trust settings. Outbound access: Allow access on users and groups, within B2B Collaboration Allow access on users and groups, within B2B direct connect External Identities: Block access for external users and groups. (Inherited from default) After doing this change, I no longer get the same error message as above when authenticating to open the labeled document. Now I get the following error message: "You are not signed in to office with an account that has permission to open this document. You may sign in a new account into Office that has permission or request permission from the content owner" I have this working from another tenant to the same external domain and I have cross-checked the settings. Any idea on how to proceed, or if it is any obvious change I need to make in order to get this to work? All feedback appreciated! :-)Seattle Conference
Join TechCon 365 coming to Seattle, June 23-27, 2025. Hear from Microsoft Product teams and Microsoft MVP's and community contributors in keynotes, sessions and ask the experts. Over 130 sessions on M365, Security and Compliance, Copilot, Power Platform, Data, Power BI and more. Register today at https://techcon365.com/Seattle/
Is PIM any good?
I'm planning a PIM implementation and am trying to understand a few things about PIM and certain recommendations. I have a OnPrem\Entra hybrid environment. I have many servers hosted both on prem in the on prem AD and in Azure. In traditional on prem environments this segregation has typically been achieved using separate admin accounts. This give you some segregation and protection in case an account was compromised. I'll accept its not bullet proof but a lot of things would have to work in the right order for a bad actor to compromise a separate admin account I've read and heard MS guys (probably driving license sales) saying that's not the right way anymore and JIT is the right way. Which of course requires license. I'm looking for opinions or observations from experience for the following: Why is doing one account (possibly the regular user account in a Hybrid environment) with PIM better that having a regular and admin accounts? Why not have a separate admin account with PIM implemented on the admin account in Entra? I can't see how this would be less secure that just one account with PIM. One argument I heard was you can require MFA to activate the access. Well right now i just use CA policies to require MFA for any use of a role I have nominated (portal\cli\PowerShell etc). How is Entra JIT with one account better than still having a admin account have a requiring MFA for them to log onto any of the the admin portals to use their privileged access? Another concern I have is controlling who is assigned to the roles. Right now I can add them one by one to the role in PIM but our MSP (who does the bulk of the management) wants to add a group to each role assignment and then they add people to the group to inherit the assignment of the role. For many reasons I cant go into there are large numbers of people who are in the group admin role. This basically means any of them could elevate theirs or someone else access into a Entra role if I'm using groups to assign groups to role. What if they start nesting groups into other groups and suddenly Domain Users has been nested and has Global Admin? How do I police this?
