Securing the Web with Cisco Web Security Appliance (SWSA) - 300-725

The Securing the Web with Cisco Web Security Appliance (SWSA) v3.0 course shows you How to implement, use, and maintain Cisco® Web Security Appliance (WSA), Powered by Cisco Talos, to provide advanced protection for business email and control against web security threats.
Through a combination of expert instruction and hands-on practice, you’ll learn

• How to deploy proxy services
• use authentication
• implement policies to control HTTPS traffic and access
• implement use control settings and policies
• use the solution’s anti-malware features
• implement data security and data loss prevention
• perform administration of Cisco WSA solution, and more.

This class will help you:

• Implement Cisco WSA to secure web gateways,
• provide malware protection,
• use policy controls to address the challenges of securing and controlling web traffic
• Gain valuable hands-on skills for high-demand responsibilities focused on web security

After taking this course, you should be able to:

• Describe Cisco WSA
• Deploy proxy services
• Utilize authentication
• Describe decryption policies to control HTTPS traffic
• Understand differentiated traffic access policies and identification profiles
• Enforce acceptable use control settings
• Defend against malware
• Describe data security and data loss prevention
• Perform administration and troubleshooting

Prerequisites

• To fully benefit from this course, you should have knowledge of these topics:
• TCP/IP services, including Domain Name System (DNS), Secure Shell (SSH), FTP, Simple Network Management Protocol (SNMP), HTTP, and HTTPS
• IP routing

You are expected to have one or more of the following basic technical competencies or equivalent knowledge:

• Cisco certification (CCENT certification or higher)
• Relevant industry certification [International Information System Security Certification Consortium ((ISC)2), Computing Technology Industry Association (CompTIA) Security+, International Council of Electronic Commerce Consultants (EC-Council), Global Information Assurance Certification (GIAC), ISACA]
• Cisco Networking Academy letter of completion (CCNA 1 and CCNA 2)
• Windows expertise: Microsoft [Microsoft Specialist, Microsoft Certified Solutions Associate (MCSA), Microsoft Certified Solutions Expert (MCSE)], CompTIA (A+, Network+, Server+)

Associated Certifications

• (300-725 SWSA), which leads to  CCNP® Security and the Cisco Certified Specialist - Web Content Security certifications.

COURSE CONTENT - Securing the Web with Cisco Web Security Appliance (SWSA)
Describing Cisco WSA

• Technology Use Case
• Cisco WSA Solution
• Cisco WSA Features
• Cisco WSA Architecture
• Proxy Service
• Integrated Layer 4 Traffic Monitor
• Data Loss Prevention
• Cisco Cognitive Intelligence
• Management Tools
• Cisco Advanced Web Security Reporting (AWSR) and Third-Party Integration
• Cisco Content Security Management Appliance (SMA)

Deploying Proxy Services

• Explicit Forward Mode vs. Transparent Mode
• Transparent Mode Traffic Redirection
• Web Cache Control Protocol
• Web Cache Communication Protocol (WCCP) Upstream and Downstream Flow
• Proxy Bypass
• Proxy Caching
• Proxy Auto-Config (PAC) Files
• FTP Proxy
• Socket Secure (SOCKS) Proxy
• Proxy Access Log and HTTP Headers
• Customizing Error Notifications with End User Notification (EUN) Pages

Utilizing Authentication

• Authentication Protocols
• Authentication Realms
• Tracking User Credentials
• Explicit (Forward) and Transparent Proxy Mode
• Bypassing Authentication with Problematic Agents
• Reporting and Authentication
• Re-Authentication
• FTP Proxy Authentication
• Troubleshooting Joining Domains and Test Authentication
• Integration with Cisco Identity Services Engine (ISE)

Creating Decryption Policies to Control HTTPS Traffic

• Transport Layer Security (TLS)/Secure Sockets Layer (SSL) Inspection Overview
• Certificate Overview
• Overview of HTTPS Decryption Policies
• Activating HTTPS Proxy Function
• Access Control List (ACL) Tags for HTTPS Inspection
• Access Log Examples

Understanding Differentiated Traffic Access Policies and Identification Profiles

• Overview of Access Policies
• Access Policy Groups
• Overview of Identification Profiles
• Identification Profiles and Authentication
• Access Policy and Identification Profiles Processing Order
• Other Policy Types
• Access Log Examples
• ACL Decision Tags and Policy Groups
• Enforcing Time-Based and Traffic Volume Acceptable Use Policies, and End User Notifications

Defending Against Malware

• Web Reputation Filters
• Anti-Malware Scanning
• Scanning Outbound Traffic
• Anti-Malware and Reputation in Policies
• File Reputation Filtering and File Analysis
• Cisco Advanced Malware Protection
• File Reputation and Analysis Features
• Integration with Cisco Cognitive Intelligence

Enforcing Acceptable Use Control Settings

• Controlling Web Usage
• URL Filtering
• URL Category Solutions
• Dynamic Content Analysis Engine
• Web Application Visibility and Control
• Enforcing Media Bandwidth Limits
• Software as a Service (SaaS) Access Control
• Filtering Adult Content

Data Security and Data Loss Prevention

• Data Security
• Cisco Data Security Solution
• Data Security Policy Definitions
• Data Security Logs

Performing Administration and Troubleshooting

• Monitor the Cisco Web Security Appliance
• Cisco WSA Reports
• Monitoring System Activity Through Logs
• System Administration Tasks
• Troubleshooting
• Command Line Interface

Lab outline

• Configure the Cisco Web Security Appliance
• Deploy Proxy Services
• Configure Proxy Authentication
• Configure HTTPS Inspection
• Create and Enforce a Time/Date-Based Acceptable Use Policy
• Configure Advanced Malware Protection
• Configure Referrer Header Exceptions
• Utilize Third-Party Security Feeds and MS Office 365 External Feed
• Validate an Intermediate Certificate
• View Reporting Services and Web Tracking
• Perform Centralized Cisco AsyncOS Software Upgrade Using Cisco SMA

Securing Email with Cisco Email Security Appliance (SESA) - 300-720    
This course helps prepare you for the Securing Email with Cisco Email Security Appliance (300-720 SESA) exam, which leads to CCNP Security and the Certified Specialist - Email Content Security certifications.
This course shows you how to deploy and use Cisco Email Security Appliance to establish protection for your email systems against phishing, business email compromise, and ransomware, and to help streamline email security policy management.
This hands-on course provides you with the knowledge and skills to implement, troubleshoot, and administer Cisco Email Security Appliance, including key capabilities

• Administration
• Advanced malware protection
• Spam blocking, Spam control and antispam
• Anti-virus protection
• Outbreak filtering & Message filters
• Data loss prevention
• LDAP
• Email authentication and encryption
• System quarantines and delivery methods

Course Objectives

• Describe and administer the Cisco Email Security Appliance (ESA)
• Control sender and recipient domains
• Control spam with Cisco Talos SenderBase and anti-spam
• Use anti-virus and outbreak filters
• Use mail policies
• Use content filters
• Use message filters to enforce email policies
• Prevent data loss
• Perform Lightweight Directory Access Protocol (LDAP) queries
• Authenticate Simple Mail Transfer Protocol (SMTP) sessions
• Authenticate email
• Encrypt email
• Use system quarantines and delivery methods
• Perform centralized management using clusters
• Test and troubleshoot

Course Prerequisites

• The knowledge and skills that a student must have before attending this course are:
• TCP/IP services, including Domain Name System (DNS), Secure Shell (SSH), FTP, Simple Network Management Protocol (SNMP), HTTP, and HTTPS
• Experience with IP routing
• To fully benefit from this course, you should have one or more of the following basic technical competencies:
• Cisco certification (Cisco CCENT certification or higher)
• Relevant industry certification [International Information System Security Certification Consortium ((ISC)2), Computing Technology Industry Association (CompTIA) Security+, International Council of Electronic Commerce Consultants (EC-Council), Global Information Assurance Certification (GIAC), ISACA]
• Cisco Networking Academy letter of completion (CCNA 1 and CCNA 2)
• Windows expertise: Microsoft [Microsoft Specialist, Microsoft Certified Solutions Associate (MCSA), Microsoft Certified Systems Engineer (MCSE)], CompTIA (A+, Network+, Server+)

Associated Certification:       CCNP Security
Associated Exam:                  300-720 SESA
Course Outline:        Securing Email with Cisco Email Security Appliance (SESA)
Describing the Cisco Email Security Appliance

• Cisco Email Security Appliance Overview
• Technology Use Case
• Cisco Email Security Appliance Data Sheet
• SMTP Overview
• Email Pipeline Overview
• Installation Scenarios
• Initial Cisco Email Security Appliance Configuration
• Centralizing Services on a Cisco Content Security Management Appliance (SMA)
• Release Notes for AsyncOS 11.x

Administering the Cisco Email Security Appliance

• Distributing Administrative Tasks
• System Administration
• Managing and Monitoring Using the Command Line Interface (CLI)
• Other Tasks in the GUI
• Advanced Network Configuration
• Using Email Security Monitor
• Tracking Messages
• Logging

Controlling Sender and Recipient Domains

• Public and Private Listeners
• Configuring the Gateway to Receive Email
• Host Access Table Overview
• Recipient Access Table Overview
• Configuring Routing and Delivery Features

Controlling Spam with Talos SenderBase and Anti-Spam

• SenderBase Overview
• Anti-Spam
• Managing Graymail
• Protecting Against Malicious or Undesirable URLs
• File Reputation Filtering and File Analysis
• Bounce Verification

Using Anti-Virus and Outbreak Filters

• Anti-Virus Scanning Overview
• Sophos Anti-Virus Filtering
• McAfee Anti-Virus Filtering
• Configuring the Appliance to Scan for Viruses
• Outbreak Filters
• How the Outbreak Filters Feature Works
• Managing Outbreak Filters

Using Mail Policies

• Email Security Manager Overview
• Mail Policies Overview
• Handling Incoming and Outgoing Messages Differently
• Matching Users to a Mail Policy
• Message Splintering
• Configuring Mail Policies

Using Content Filters

• Content Filters Overview
• Content Filter Conditions
• Content Filter Actions
• Filter Messages Based on Content
• Text Resources Overview
• Using and Testing the Content Dictionaries Filter Rules
• Understanding Text Resources
• Text Resource Management
• Using Text Resources

Using Message Filters to Enforce Email Policies

• Message Filters Overview
• Components of a Message Filter
• Message Filter Processing
• Message Filter Rules
• Message Filter Actions
• Attachment Scanning
• Examples of Attachment Scanning Message Filters
• Using the CLI to Manage Message Filters
• Message Filter Examples
• Configuring Scan Behavior

Preventing Data Loss

• Overview of the Data Loss Prevention (DLP) Scanning Process
• Setting Up Data Loss Prevention
• Policies for Data Loss Prevention
• Message Actions
• Updating the DLP Engine and Content Matching Classifiers

Using LDAP

• Overview of LDAP
• Working with LDAP
• Using LDAP Queries
• Authenticating End-Users of the Spam Quarantine
• Configuring External LDAP Authentication for Users
• Testing Servers and Queries
• Using LDAP for Directory Harvest Attack Prevention
• Spam Quarantine Alias Consolidation Queries
• Validating Recipients Using an SMTP Server

SMTP Session Authentication

• Configuring AsyncOS for SMTP Authentication
• Authenticating SMTP Sessions Using Client Certificates
• Checking the Validity of a Client Certificate
• Authenticating User Using LDAP Directory
• Authenticating SMTP Connection Over Transport Layer Security (TLS) Using a Client Certificate
• Establishing a TLS Connection from the Appliance
• Updating a List of Revoked Certificates

Email Authentication

• Email Authentication Overview
• Configuring DomainKeys and DomainKeys Identified Mail (DKIM) Signing
• Verifying Incoming Messages Using DKIM
• Overview of Sender Policy Framework (SPF) and SIDF Verification
• Domain-based Message Authentication Reporting and Conformance (DMARC) Verification
• Forged Email Detection

Email Encryption

• Overview of Cisco Email Encryption
• Encrypting Messages
• Determining Which Messages to Encrypt
• Inserting Encryption Headers into Messages
• Encrypting Communication with Other Message Transfer Agents (MTAs)
• Working with Certificates
• Managing Lists of Certificate Authorities
• Enabling TLS on a Listener’s Host Access Table (HAT)
• Enabling TLS and Certificate Verification on Delivery
• Secure/Multipurpose Internet Mail Extensions (S/MIME) Security Services

Using System Quarantines and Delivery Methods

• Describing Quarantines
• Spam Quarantine
• Setting Up the Centralized Spam Quarantine
• Using Safelists and Blocklists to Control Email Delivery Based on Sender
• Configuring Spam Management Features for End Users
• Managing Messages in the Spam Quarantine
• Policy, Virus, and Outbreak Quarantines
• Managing Policy, Virus, and Outbreak Quarantines
• Working with Messages in Policy, Virus, or Outbreak Quarantines
• Delivery Methods

Centralized Management Using Clusters

• Overview of Centralized Management Using Clusters
• Cluster Organization
• Creating and Joining a Cluster
• Managing Clusters
• Cluster Communication
• Loading a Configuration in Clustered Appliances
• Best Practices

Testing and Troubleshooting

• Debugging Mail Flow Using Test Messages: Trace
• Using the Listener to Test the Appliance
• Troubleshooting the Network
• Troubleshooting the Listener
• Troubleshooting Email Delivery
• Troubleshooting Performance
• Web Interface Appearance and Rendering Issues
• Responding to Alerts
• Troubleshooting Hardware Issues
• Working with Technical Support