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.
Web-signin 3rd party IDP not working
We have a working Entra ID SAML federation to a third-party IdP that uses FIDO2/WebAuthn (IdP as Relying Party) for browser sign-in, and we are trying to use the same federation through Windows Web sign-in on an Entra-joined Windows 11 device — but the IdP page loads blank in the WebView and Microsoft-Windows-WebAuthN/Operational records zero events, while the same security key works fine for FIDO2 sign-in with login.microsoft.com as RP on the same device. Questions: - Is WebAuthn brokering to third-party Relying Parties inside the Web sign-in WebView supported? - If not, is it on the roadmap? - What is the supported architectural path for delivering passwordless Windows sign-in using a federated IdP's own FIDO2/WebAuthn credentials, given Graph API passkey provisioning is Beta-only?
O365 Email Migration to Another Tenant while Deferring Migration of Sharepoint files
Hi, This is the context: ChildCompany has O365 and it has an Azure AD in hybrid mode synchronizing to a on-prem AD server. They have an internal domain ChildCompany.com, and an external domain ChildCompany.com where they also receive and send email using O365. ParentCompany is going absorb the ChildCompany some time in next year, and I was asked about the integration options. According to this https://download.microsoft.com/download/b/a/1/ba19dfe7-96e2-4983-8783-4dcff9cebe7b/microsoft-365-tenant-to-tenant-migration.pdf I could do a phased migration, where the end state is that they decomm their onprem AD and that they only use our ParentCompany systems. The business requirement is to start their integration with Email, and then in later phases do the Sharepoint integration as that requires way more analysis on their data sources, as they also have wikis and many other on prem legacy stuff. They are less than 50 users, so I can use Quest migration tools for the email part, but I wonder what needs to happen in what order. This is what I have in mind: Migrate their current O365 into our ParentCompany Office 365 subscription, so that they can continue logging in into their domain joined windows machines using childCompany.co, so they start using ParentCompany.com email addresses, but the problem then is how can they continue using their sharepoint and onedrive resources associated with the Azure and local domain at ChildCompany.com? This is more or less what I have in mind, for the intermediate step, the cutover: Child Company ParentCompany --------------------- ---------------- On-Prem | MS Cloud: | MS Cloud: ---------------|----------------------|-------------- Local AD (ADFS)| Azure Subscription | Azure Sub | Azure AD | Azure AD |--------------------- |--------------------- | O365 Sub -> | O365 Sub | Exchange mailboxes-> | Exchange mailboxes | Sharepoint? -> | ??? | -------------------- |--------------------- I wonder how could it be possible to defer the sharepoint and onedrive migration, so that the child company users can still work on their sharepoint files using their normal auth methods, while disabling childcompany.com as MX so they start using ParentCompany.com mailboxes.Is that even possible? Would make more sense to try to migrate everything at once? That is way more work, but I'm weighting my options.
How to target Azure VPN (Microsoft-Registered) app with Conditional Access Policies?
I have an Azure Point-to-Site VPN Gateway configured using the Microsoft-registered Azure VPN Client App ID (Audience value: c632b3df-fb67-4d84-bdcf-b95ad541b5c8). Everything is working correctly for our users. The issue I am having is that anyone with an Entra account can connect to the VPN and I want to restrict this with a blocking Conditional access policy. I do not want to create a custom app registration, because then I will have to change the 'audience' value on the app gateway and all user's will need to modify their VPN clients. The problem is I need to target the Microsoft-registered Azure VPN app in a Conditional Access policy but it does not appear in my Enterprise Applications list or in the CA app picker when searching. My questions: Why does the Microsoft-registered app not automatically create a service principal in my tenant the way other Microsoft apps do? Is there a supported way to make it appear in the CA app picker without creating a custom app registration or changing the gateway Audience value? Has anyone successfully targeted c632b3df-fb67-4d84-bdcf-b95ad541b5c8 in a CA policy while keeping it as the gateway Audience value? Thanks for the assistance hereHow Do I Target the Azure VPN Client in a Conditional Access Policy?
I am using the Azure VPN Client to connect users to an Azure VPN Gateway using their Entra ID credentials to authenticate. I want to target this application with a CA policy that requires MFA every time it connects. The problem is that I don't see the applications in my Enterprise Apps and all of my searching says that it won't appear because it was "pre-certified" by Microsoft. In the Gateway setup I used the Audience GUID of c632b3df-fb67-4d84-bdcf-b95ad541b5c8. And this is working as expected. The only solution that I have found for targeting the Azure VPN Client app is to create a Service Principal using that Audience GUID. This seems like a bit of a hack, so I am posting here to see if there are any other methods that I am missing to target this app when it doesn't appear in my Enterprise Apps list.Broken Account Recovery (discontinued product)
Hello everyone, We have the MSFT Office Family plan which has the now discontinued custom domain support that used to be an option as a "Premium" feature. Back in August we upgraded the phone of one of the account members on the family plan and lost connection to their MS Office account with the only device that was accessing to the account (the phone with access was reset as part of the upgrade/trade in process). I have tried the account recovery form and it simply doesn't work. I have tried to explain to MSFT support that the tool is broken but can't get anywhere. For the account in question we have an Outlook email client (with non working password) that has a cache of all of the email until loss of access occurred. So when I do the account recovery form, I have name, DOB, region, past passwords and data for all fields including sent email Id's and send subjects, But every time the MSFT recovery mechanism says "Unfortunately, we have determined that the information provided was not sufficient...". WTF. Every time I contact MSFT support I get the same answer, an explanation of the point system used to reset the the account. Same steps to recover....based on this, the recovery should work...yet it doesn't. I have tried somewhere 50+ attempts now over the last 9 months. I even have a contact who is VP level at MSFT who sponsored a support ticket internally but that just ended up with the support person sending me a link to the account recovery form and closed the ticket without looking in the details of the ticket. I can't modify / add a new account as MSFT has as a discontinued product no longer allow members to add/change id's. So I'm locked at the current user set. I have created another email address by saving the cached data to OLM file and importing via the Outlook client but that doesn't restore use of the @mydomain.com for that person. I even retained a lawyer who send a demand to MSFT legal...but the email address didn't go anywhere so at the point of needing to do this on headed paper/send via snail mail. Does anyone have any idea how to get through to MSFT explain the recovery tool is broken? I assume there are so few accounts using custom domains pin family plans that they simply don't test this recovery path. At this point without some internal guidance is a) lawyer and force a demand for password reset b) give up, ditch all of the users using the custom domain, configure an alias for all of the accounts and then change my MX record to a company doing email forwarding and then forward to the new/old legacy accounts (i.e. the ones with the mailto:email address removed for privacy reasons).Alternative hostname for ADFS proxy possible?
Dear Community, I have setuped a ADFS server with "adfs.customer.com" and a ADFS proxy, who also externally listening on this URL. Here is my question: Can I configure an additional "external" URL like "adfs.bla.com" in the ADFS proxy so, that its listening to incoming requests and redirect it to adfs.customer.com? Thanks André
Login Catch-22: locked out of Work account due to MFA mismatch.
"I am the owner of the domain mydomain.be, registered at one.com. I have a Microsoft 365 Business Premium subscription. I am locked out of my work/school tenant admin account (mailto:email address removed for privacy reasons) due to an MFA issue — the Microsoft Authenticator is configured but not delivering push notifications, and the TOTP code length does not match what the login screen expects. I cannot access the admin center. I need to recover Global Admin access to my flavo.be tenant so I can manage users and licenses. I can prove domain ownership via DNS if required.
NgcSet stays NO despite working WHFB setup - RPC 0x800706ba error
Hi everyone, I need help with a Windows Hello for Business certificate trust deployment that's almost working but stuck on the final step. **What's Working:** - Manual certificate enrollment works perfectly: `certreq -enroll -user -config "MyCA.domain.local\MyCA-CA" "MyWHFBTemplate"` - TPM 2.0 is ready, enabled, and functional - All Group Policies applied correctly (computer and user) - CA server healthy, templates published **What's NOT Working:** - `dsregcmd /status` shows `NgcSet : NO` (should be YES) - `NgcSvc` (Microsoft Passport) service is stopped on client - Getting error: "RPC server is unavailable (0x800706ba)" during automatic certificate enrollment - PIN setup fails because NGC containers won't create **The Strange Part:** Manual certificate enrollment works perfectly, but automatic enrollment fails with RPC errors. Both should use the same communication path to the CA. **Environment:** - On-premises certificate trust deployment (no Azure AD) - Domain-joined Windows 11 clients - Windows Server 2019/2022 infrastructure **Questions:** 1. Should NgcSvc start automatically when WHFB policies are applied? 2. Why would manual cert enrollment work but automatic fail with RPC errors? 3. Is there a difference in how system context vs user context accesses the CA? Has anyone seen this specific combination before? Any ideas what could cause this behavior? Thanks for any help!
