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Microsoft Security

Top 6 email security best practices to protect against phishing attacks and business email compromise

Most cyberattacks start over email—a user is tricked into opening a malicious attachment, or into clicking a malicious link and divulging credentials, or into responding with confidential data. Attackers dupe victims by using carefully crafted emails to build a false sense of trust and/or urgency. And they use a variety of techniques to do this—spoofing trusted domains or brands, impersonating known users, using previously compromised contacts to launch campaigns and/or using compelling but malicious content in the email. In the context of an organization or business, every user is a target and, if compromised, a conduit for a potential breach that could prove very costly.

Whether it’s sophisticated nation-state attacks, targeted phishing schemes, business email compromise or a ransomware attacks, such attacks are on the rise at an alarming rate and are also increasing in their sophistication. It is therefore imperative that every organization’s security strategy include a robust email security solution.

So, what should IT and security teams be looking for in a solution to protect all their users, from frontline workers to the C-suite? Here are 6 tips to ensure your organization has a strong email security posture:

You need a rich, adaptive protection solution.

As security solutions evolve, bad actors quickly adapt their methodologies to go undetected. Polymorphic attacks designed to evade common protection solutions are becoming increasingly common. Organizations therefore need solutions that focus on zero-day and targeted attacks in addition to known vectors. Purely standards based or known signature and reputation-based checks will not cut it.

Solutions that include rich detonation capabilities for files and URLs are necessary to catch payload-based attacks. Advanced machine learning models that look at the content and headers of emails as well as sending patterns and communication graphs are important to thwart a wide range of attack vectors including payload-less vectors such as business email compromise. Machine learning capabilities are greatly enhanced when the signal source feeding it is broad and rich; so, solutions that boast of a massive security signal base should be preferred. This also allows the solution to learn and adapt to changing attack strategies quickly which is especially important for a rapidly changing threat landscape.

Complexity breeds challenges. An easy-to-configure-and-maintain system reduces the chances of a breach.

Complicated email flows can introduce moving parts that are difficult to sustain. As an example, complex mail-routing flows to enable protections for internal email configurations can cause compliance and security challenges. Products that require unnecessary configuration bypasses to work can also cause security gaps. As an example, configurations that are put in place to guarantee delivery of certain type of emails (eg: simulation emails), are often poorly crafted and exploited by attackers.

Solutions that protect emails (external and internal emails) and offer value without needing complicated configurations or emails flows are a great benefit to organizations. In addition, look for solutions that offer easy ways to bridge the gap between the security teams and the messaging teams. Messaging teams, motivated by the desire to guarantee mail delivery, might create overly permissive bypass rules that impact security. The sooner these issues are caught the better for overall security. Solutions that offer insights to the security teams when this happens can greatly reduce the time taken to rectify such flaws thereby reducing the chances of a costly breach

A breach isn’t an “If”, it’s a “When.” Make sure you have post-delivery detection and remediation.

No solution is 100% effective on the prevention vector because attackers are always changing their techniques. Be skeptical of any claims that suggest otherwise. Taking an ‘assume breach’ mentality will ensure that the focus is not only on prevention, but on efficient detection and response as well. When an attack does go through the defenses it is important for security teams to quickly detect the breach, comprehensively identify any potential impact and effectively remediate the threat.

Solutions that offer playbooks to automatically investigate alerts, analyze the threat, assess the impact, and take (or recommend) actions for remediations are critical for effective and efficient response. In addition, security teams need a rich investigation and hunting experience to easily search the email corpus for specific indicators of compromise or other entities. Ensure that the solution allows security teams to hunt for threats and remove them easily.
Another critical component of effective response is ensuring that security teams have a good strong signal source into what end users are seeing coming through to their inbox. Having an effortless way for end users to report issues that automatically trigger security playbooks is key.

Your users are the target. You need a continuous model for improving user awareness and readiness.

An informed and aware workforce can dramatically reduce the number of occurrences of compromise from email-based attacks. Any protection strategy is incomplete without a focus on improving the level of awareness of end users.

A core component of this strategy is raising user awareness through Phish simulations, training them on things to look out for in suspicious emails to ensure they don’t fall prey to actual attacks. Another, often overlooked, but equally critical, component of this strategy, is ensuring that the everyday applications that end-users use are helping raise their awareness. Capabilities that offer users relevant cues, effortless ways to verify the validity of URLs and making it easy to report suspicious emails within the application — all without compromising productivity — are very important.

Solutions that offer Phish simulation capabilities are key. Look for deep email-client-application integrations that allow users to view the original URL behind any link regardless of any protection being applied. This helps users make informed decisions. In addition, having the ability to offer hints or tips to raise specific user awareness on a given email or site is also important. And, effortless ways to report suspicious emails that in turn trigger automated response workflows are critical as well.

Attackers meet users where they are. So must your security.

While email is the dominant attack vector, attackers and phishing attacks will go where users collaborate and communicate and keep their sensitive information. As forms of sharing, collaboration and communication other than email, have become popular, attacks that target these vectors are increasing as well. For this reason, it is important to ensure that an organization’s anti-Phish strategy not just focus on email.

Ensure that the solution offers targeted protection capabilities for collaboration services that your organization uses. Capabilities like detonation that scan suspicious documents and links when shared are critical to protect users from targeted attacks. The ability in client applications to verify links at time-of-click offers additional protection regardless of how the content is shared with them. Look for solutions that support this capability.

Attackers don’t think in silos. Neither can the defenses.

Attackers target the weakest link in an organization’s defenses. They look for an initial compromise to get in, and once inside will look for a variety of ways increase the scope and impact of the breach. They typically achieve this by trying to compromise other users, moving laterally within the organization, elevating privileges when possible, and the finally reaching a system or data repository of critical value. As they proliferate through the organization, they will touch different endpoints, identities, mailboxes and services.

Reducing the impact of such attacks requires quick detection and response. And that can only be achieved when the defenses across these systems do not act in silos. This is why it is critical to have an integrated view into security solutions. Look for an email security solution that integrates well across other security solutions such as endpoint protection, CASB, identity protection, etc. Look for richness in integration that goes beyond signal integration, but also in terms of detection and response flows.