Poor reporting capability
I'm finding the flexibility of exchange online protection and reporting in general to be terrible. I'm trying to get a report of cases where people have clicked a link that was later determined to be malicious. Including links, we have manually determined to be malicious and later zapped those emails. I have kind of done this in threat hunting however I need to run a query that starts older than the 30 days in threat hunting. Of course I don't have these going into sentinel or anything, so the data is gone. Someone suggested reports but I can see how or if there even is a way to report clicks on malicious links (based on them being later determined to be malicious and zapped). Any suggestions?Cybersecurity: What Every Business Leader Needs to Know Now
As a Senior Cybersecurity Solution Architect, I’ve had the privilege of supporting organisations across the United Kingdom, Europe, and the United States—spanning sectors from finance to healthcare—in strengthening their security posture. One thing has become abundantly clear: cybersecurity is no longer the sole domain of IT departments. It is a strategic imperative that demands attention at board-level. This guide distils five key lessons drawn from real-world engagements to help executive leaders navigate today’s evolving threat landscape. These insights are not merely technical—they are cultural, operational, and strategic. If you’re a C-level executive, this article is a call to action: reassess how your organisation approaches cybersecurity before the next breach forces the conversation. In this article, I share five lessons (and quotes) from the field that help demystify how to enhance an organisation’s security posture. 1. Shift the Mindset “This has always been our approach, and we’ve never experienced a breach—so why should we change it?” A significant barrier to effective cybersecurity lies not in the sophistication of attackers, but in the predictability of human behaviour. If you’ve never experienced a breach, it’s tempting to maintain the status quo. However, as threats evolve, so too must your defences. Many cyber threats exploit well-known vulnerabilities that remain unpatched or rely on individuals performing routine tasks in familiar ways. Human nature tends to favour comfort and habit—traits that adversaries are adept at exploiting. Unlike many organisations, attackers readily adopt new technologies to advance their objectives, including AI-powered ransomware to execute increasingly sophisticated attacks. It is therefore imperative to recognise—without delay—that the advent of AI has dramatically reduced both the effort and time required to compromise systems. As the UK’s National Cyber Security Centre (NCSC) has stated: “AI lowers the barrier for novice cyber criminals, hackers-for-hire and hacktivists to carry out effective access and information gathering operations. This enhanced access will likely contribute to the global ransomware threat over the next two years.” Similarly, McKinsey & Company observed: “As AI quickly advances cyber threats, organisations seem to be taking a more cautious approach, balancing the benefits and risks of the new technology while trying to keep pace with attackers’ increasing sophistication.” To counter this evolving threat landscape, organisations must proactively leverage AI in their cyber defence strategies. Examples include: Identity and Access Management (IAM): AI enhances IAM by analysing real-time signals across systems to detect risky sign-ins and enforce adaptive access controls. Example: Microsoft Entra Agents for Conditional Access use AI to automate policy recommendations, streamlining access decisions with minimal manual input. Figure 1: Microsoft Entra Agents Threat Detection: AI accelerates detection, response, and recovery, helping organisations stay ahead of sophisticated threats. Example: Microsoft Defender for Cloud’s AI threat protection identifies prompt injection, data poisoning, and wallet attacks in real time. Incident Response: AI facilitates real-time decision-making, removing emotional bias and accelerating containment and recovery during security incidents. Example: Automatic Attack Disruption in Defender XDR, which can automatically contain a breach in progress. AI Security Posture Management AI workloads require continuous discovery, classification, and protection across multi-cloud environments. Example: Microsoft Defender for Cloud’s AI Security Posture Management secures custom AI apps across Azure, AWS, and GCP by detecting misconfigurations, vulnerabilities, and compliance gaps. Data Security Posture Management (DSPM) for AI AI interactions must be governed to ensure privacy, compliance, and insider risk mitigation. Example: Microsoft Purview DSPM for AI enables prompt auditing, applies Data Loss Prevention (DLP) policies to third-party AI apps like ChatGPT, and supports eDiscovery and lifecycle management. AI Threat Protection Organisations must address emerging AI threat vectors, including prompt injection, data leakage, and model exploitation. Example: Defender for AI (private preview) provides model-level security, including governance, anomaly detection, and lifecycle protection. Embracing innovation, automation, and intelligent defence is the secret sauce for cyber resilience in 2026. 2. Avoid One-Off Purchases – Invest with a Strategy “One MDE and one Sentinel to go, please.” Organisations often approach me intending to purchase a specific cybersecurity product—such as Microsoft Defender for Endpoint (MDE)—without a clearly articulated strategic rationale. My immediate question is: what is the broader objective behind this purchase? Is it driven by perceived value or popularity, or does it form part of a well-considered strategy to enhance endpoint security? Cybersecurity investments should be guided by a long-term, holistic strategy that spans multiple years and is periodically reassessed to reflect evolving threats. Strengthening endpoint protection must be integrated into a wider effort to improve the organisation’s overall security posture. This includes ensuring seamless integration between security solutions and avoiding operational silos. For example, deploying robust endpoint protection is of limited value if identities are not safeguarded with multi-factor authentication (MFA), or if storage accounts remain publicly accessible. A cohesive and forward-looking approach ensures that all components of the security architecture work in concert to mitigate risk effectively. Security Adoption Journey (Based on Zero Trust Framework) Assess – Evaluate the threat landscape, attack surface, vulnerabilities, compliance obligations, and critical assets. Align – Link security objectives to broader business goals to ensure strategic coherence. Architect – Design integrated and scalable security solutions, addressing gaps and eliminating operational silos. Activate – Implement tools with robust governance and automation to ensure consistent policy enforcement. Advance – Continuously monitor, test, and refine the security posture to stay ahead of evolving threats. Security tools are not fast food—they work best as part of a long-term plan, not a one-off order. This piecemeal approach runs counter to the modern Zero Trust security model, which assumes no single tool will prevent every breach and instead implements layered defences and integration. 3. Legacy Systems Are Holding You Back “Unfortunately, we are unable to implement phishing-resistant MFA, as our legacy app does not support integration with the required protocols.” A common challenge faced by many organisations I have worked with is the constraint on innovation within their cybersecurity architecture, primarily due to continued reliance on legacy applications—often driven by budgetary or operational necessity. These outdated systems frequently lack compatibility with modern security technologies and may introduce significant vulnerabilities. A notable example is the deployment of phishing-resistant multi-factor authentication (MFA)—such as FIDO2 security keys or certificate-based authentication—which requires advanced identity protocols and conditional access policies. These capabilities are available exclusively through Microsoft Entra ID. To address this issue effectively, it is essential to design security frameworks based on the organisation’s future aspirations rather than its current limitations. By adopting a forward-thinking approach, organisations can remain receptive to emerging technologies that align with their strategic cybersecurity objectives. Moreover, this perspective encourages investment in acquiring the necessary talent, thereby reducing reliance on extensive change management and staff retraining. I advise designing for where you want to be in the next 1–3 years—ideally cloud-first and identity-driven—essentially adopting a Zero Trust architecture, rather than being constrained by the limitations of legacy systems. 4. Collaboration Is a Security Imperative “This item will need to be added to the dev team's backlog. Given their current workload, they will do their best to implement GitHub Security in Q3, subject to capacity.” Cybersecurity threats may originate from various parts of an organisation, and one of the principal challenges many face is the fragmented nature of their defence strategies. To effectively mitigate such risks, cybersecurity must be embedded across all departments and functions, rather than being confined to a single team or role. In many organisations, the Chief Information Security Officer (CISO) operates in isolation from other C-level executives, which can limit their influence and complicate the implementation of security measures across the enterprise. Furthermore, some teams may lack the requisite expertise to execute essential security practices. For instance, an R&D lead responsible for managing developers may not possess the necessary skills in DevSecOps. To address these challenges, it is vital to ensure that the CISO is empowered to act without political or organisational barriers and is supported in implementing security measures across all business units. When the CISO has backing from the COO and HR, initiatives such as MFA rollout happen faster and more thoroughly. Cross-Functional Security Responsibilities Role Security Responsibilities R&D - Adopt DevSecOps practices - Identify vulnerabilities early - Manage code dependencies - Detect exposed secrets - Embed security in CI/CD pipelines CIO - Ensure visibility over organizational data - Implement Data Loss Prevention (DLP) - Safeguard sensitive data lifecycle - Ensure regulatory compliance CTO - Secure cloud environments (CSPM) - Manage SaaS security posture (SSPM) - Ensure hardware and endpoint protection COO - Protect digital assets - Secure domain management - Mitigate impersonation threats - Safeguard digital marketing channels and customer PII Support & Vendors - Deliver targeted training - Prevent social engineering attacks - Improve awareness of threat vectors HR - Train employees on AI-related threats - Manage insider risks - Secure employee data - Oversee cybersecurity across the employee lifecycle Empowering the CISO to act across departments helps organisations shift towards a security-first culture—embedding cybersecurity into every function, not just IT. 5. Compliance Is Not Security “We’re compliant, so we must be secure.” Many organisations mistakenly equate passing audits—such as ISO 27001 or SOC 2—with being secure. While compliance frameworks help establish a baseline for security, they are not a guarantee of protection. Determined attackers are not deterred by audit checklists; they exploit gaps, misconfigurations, and human error regardless of whether an organisation is certified. Moreover, due to the rapidly evolving nature of the cyber threat landscape, compliance frameworks often struggle to keep pace. By the time a standard is updated, attackers may already be exploiting new techniques that fall outside its scope. This lag creates a false sense of security for organisations that rely solely on regulatory checkboxes. Security is a continuous risk management process—not a one-time certification. It must be embedded into every layer of the enterprise and treated with the same urgency as other core business priorities. Compliance may be the starting line, not the finish line. Effective security goes beyond meeting regulatory requirements—it demands ongoing vigilance, adaptability, and a proactive mindset. Conclusion: Cybersecurity Is a Continuous Discipline Cybersecurity is not a destination—it is a continuous journey. By embracing strategic thinking, cross-functional collaboration, and emerging technologies, organisations can build resilience against today’s threats and tomorrow’s unknowns. The lessons shared throughout this article are not merely technical—they are cultural, operational, and strategic. If there is one key takeaway, it is this: avoid piecemeal fixes and instead adopt an integrated, future-ready security strategy. Due to the rapidly evolving nature of the cyber threat landscape, compliance frameworks alone cannot keep pace. Security must be treated as a dynamic, ongoing process—one that is embedded into every layer of the enterprise and reviewed regularly. Organisations should conduct periodic security posture reviews, leveraging tools such as Microsoft Secure Score or monthly risk reports, and stay informed about emerging threats through threat intelligence feeds and resources like the Microsoft Digital Defence Report, CISA (Cybersecurity and Infrastructure Security Agency), NCSC (UK National Cyber Security Centre), and other open-source intelligence platforms. As Ann Johnson aptly stated in her blog: “The most prepared organisations are those that keep asking the right questions and refining their approach together.” Cyber resilience demands ongoing investment—in people (through training and simulation drills), in processes (via playbooks and frameworks), and in technology (through updates and adoption of AI-driven defences). To reduce cybersecurity risk over time, resilient organisations must continually refine their approach and treat cybersecurity as an ongoing discipline. The time to act is now. Resources: https://www.ncsc.gov.uk/report/impact-of-ai-on-cyber-threat Defend against cyber threats with AI solutions from Microsoft - Microsoft Industry Blogs Generative AI Cybersecurity Solutions | Microsoft Security Require phishing-resistant multifactor authentication for Microsoft Entra administrator roles - Microsoft Entra ID | Microsoft Learn AI is the greatest threat—and defense—in cybersecurity today. Here’s why. Microsoft Entra Agents - Microsoft Entra | Microsoft Learn Smarter identity security starts with AI https://www.microsoft.com/en-us/security/blog/2025/06/12/cyber-resilience-begins-before-the-crisis/ https://www.microsoft.com/en-us/security/security-insider/threat-landscape/microsoft-digital-defense-report-2023-critical-cybersecurity-challenges https://www.microsoft.com/en-us/security/blog/2025/06/12/cyber-resilience-begins-before-the-crisis/Extract user access to Cloud Apps categories.
I’m having some issues with getting report data out of Defender for Cloud App. Short version is I want to get a report (or at the very least an export) of all users accessing sites in the Generative AI category. I can do this manually by following these steps: Open Cloud Discovery Click Discovered apps Enter Gnerative AI in the browser by category I now get a list of discovered sites but to get a list of users who have accessed them I have to: Click each app one at a time In each click Cloud app usage Click Users And finally export all users Imagine how long with would take for a category that has a high amount of usage and how inefficient this would be to provide monthly reporting. I tried to find a way to see in one step user activity for one Cloud App category, but I cannot. Any idea?
Marking Quarantine Notice senders as safe for entire tenant
Our users get quarantine notices weekly. They're configured to come from mailto:email address removed for privacy reasons (the domain specific to tenant).. sometimes they come from mailto:email address removed for privacy reasons anyways, but this is fine. The thing is, I end up with a LOT of users who end up receiving these in their junk mail. We have a lot of tenants - I don't really have the time to keep checking them, taking action on mis-junked items. Most stuff is configured to go to quarantine anyway. What's the best way to allow these senders? The IB Anti-Spam safe-senders component is not Secure-Score recommended, and we try to keep these scores high. But the tenant allow/block list allows a max of 45days since last use. There's so many options, I'm a little confused as to what's 'right' ThanksCloud app conditional access exceptions
I have a lot of issues with attackers coming from VPN and anonymous IP's. Im trialing a Conditional Access policy to apply Conditional Access App Control. Ive created a Cloud App, Access Policy to blocks using IP address, Category, equals and listing a few categories like VPN and Risky. Then another Access policy to block IP address, Tag, equals Tor, Anonymous, Random, Botnet etc. Testing shows this works. But I've been asked what if we wanted to allow a specific service like NordVPN. How can I achieve this?
user-reported phishing emails
Dear Community I have a technical question regarding user-reported emails. In Defender, under “Action and Submissions” -> “Submissions,” I can see the emails that users have reported under the “user reported” option. There, we have the option to analyze these emails and mark them as “no threats found,” “phishing,” or “spam.” The user is then informed. Question: Do these reported emails remain in the user's inbox when they report them? If not, do we have the option to return these reported emails to the user's inbox with the “No threats found” action? Because I don't see this option. In another tenant, under “Choose response Action,” I see “move or delete,” but the “inbox” option is grayed out. Why is that? Thank you very much!
Unable to whitelist quarantined emails
We have an email that is being constantly quarantined from a webform. The email comes from the email of the web form server, but is spoofing an internal address in our tenant by design. The email keeps getting blocked, and nothing we've tried as far as transport rules, whitelist additions, etc has been able to discernably affect this. There is a option to create a tenant allow list entry but the maximum duration is 45 days. We need a way to reliably whitelist an email indefinitely.
SPF, DKIM and DMARC bypassed for guest users
I manage a small non-profit using Microsoft 365 Business Basic. Most of the people on our board of directors are added as unlicensed guest users so that they can participate in Teams chats and meetings and to access our Sharepoint without using up a license. The problem: any email sent from an internal licensed user (or shared mailbox) to one of these guest users completely bypasses our domain's SPF, DKIM and DMARC configuration, resulting in bounced emails (particularly for recipients using gmail). Mail sent from an internal licensed user to any external address NOT registered as a guest user correctly passes SPF, DKIM and DMARC checks. I gather that this is because guest users are viewed as "internal" despite having external email addresses, but it seems like a serious limitation if I cannot reliably send email to anyone who is a guest user. Is there any extra configuration I can do to enable SPF, DKIM and DMARC for email to guest users?
