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A benefit of implementing URL filtering on the ESA is that it provides URL reputation protection. URL filtering uses SenderBase, a web-based service that collects information about URLs and domains from various sources, to assign a reputation score and a category to each URL. Based on these attributes, you can configure content or message filters to take actions on messages containing malicious or undesirable URLs.

References: User Guide for AsyncOS 12.0 for Cisco Email Security Appliances - GD (General Deployment), Chapter: Protecting Against Malicious or Undesirable URLs, Section: URL-Related Protections and Controls

Virtual gateways are a feature that allows Cisco ESA to host multiple email domains on a single physical interface, using different IP addresses and hostnames for each domain.

When virtual gateways are configured, two distinct attributes are allocated to each virtual gateway address:

Domain, which is the email domain name that is associated with the virtual gateway address, such as mycompany.com or mydomain.com.

IP address, which is the IPv4 or IPv6 address that is assigned to the virtual gateway address, such as 199.209.31.X or 2001:db8::X.

The other options are not attributes that are allocated to each virtual gateway address on Cisco ESA.

References: User Guide for AsyncOS 15.0 for Cisco Secure Email Gateway, page 5-14 and page 5-15.

To ensure that executive messages are originating from legitimate sending addresses, the administrator must take two steps:

Create an incoming content filter with the Forged Email Detection condition. This will allow the administrator to detect and block messages that have a forged “From: header” that matches or is similar to any of the names in a content dictionary.

Create a content dictionary including a list of the names that are being spoofed. This will allow the administrator to specify the names of the executives that are being targeted by spoofing attacks and use them in the Forged Email Detection condition. The other options are not relevant or sufficient for this task. References: [Cisco Secure Email Gateway Administrator Guide - Forged Email Detection] and [Cisco Secure Email Gateway Administrator Guide - Creating Content Dictionaries]

A regular expression is a sequence of characters that defines a search pattern for text. To match a string of 123ABCDEFGHJ, you need to use the following regular expression: \d{3}[A-Z]{9}. This expression means that the string must start with three digits (\d{3}), followed by nine uppercase letters ([A-Z]{9}). This expression will match any string that has the same format as 123ABCDEFGHJ. References = User Guide for AsyncOS 12.0 for Cisco Email Security Appliances - GD (General Deployment) - Regular Expressions [Cisco Secure Email Gateway] - Cisco

A policy quarantine is a type of quarantine that allows Cisco ESA to store messages that match certain criteria, such as virus, spam, or DLP verdicts, for further review or release by an administrator or an end user.

A scenario that prevents a message from being sent to the quarantine as an action in the scan behavior on Cisco ESA is when a policy quarantine is missing, which means that no policy quarantine has been created or enabled on Cisco ESA.

The other options do not prevent a message from being sent to the quarantine as an action in the scan behavior on Cisco ESA.

References: User Guide for AsyncOS 15.0 for Cisco Secure Email Gateway, page 10-2 and page 10-3.

The content filter condition that checks to see if the “From: header” in the message is similar to any of the users in the content dictionary is Forged Email Detection. This condition compares the sender’s name or email address with a list of names or email addresses in a content dictionary and triggers an action if they match or are similar. References: [Cisco Secure Email Gateway Administrator Guide - Forged Email Detection]

If the McAfee antivirus scanning is enabled on the Cisco Secure Email Gateway and the virus scanning action is set to “scan for viruses only”, then no repair is attempted, and the attachment is either dropped or delivered based on the antivirus policy settings. The administrator can choose to drop or deliver the infected attachment by selecting the appropriate action in the antivirus policy. References: [Cisco Secure Email Gateway Administrator Guide - Configuring McAfee Antivirus Scanning]

Outbreak Filters can take the action of rewriting URLs to redirect traffic to potentially harmful websites through a web security proxy. This allows the Cisco Secure Email Gateway to scan the content of the websites and block or warn the user if they are malicious or undesirable. This action can stop small-scale and nonviral attacks, such as phishing scams and malware distribution sites, that may not be detected by other filters. References: [Cisco Secure Email Gateway Administrator Guide - Configuring Outbreak Filters]