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ASA Remote Access VPN
Technologies:
SSLVPN
WebVPN
IPSecVPN
http://www.cisco.com/go/security
http://www.cisco.com/security
Tim Ryan – [email protected]
Security Consulting SE
CCIE, CISSP
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1
Cisco ASA 5500 Series
Convergence of Robust, Market-Proven Technologies
Market-Proven
Technologies
Adaptive Threat Defense,
Secure Connectivity
Firewall
Technology
Cisco PIX
App Inspection, Use
Enforcement, Web
Control
Application Security
IPS Technology
Cisco IPS
Malware/Content
Defense,
Anomaly Detection
IPS & Content Security
Services
Content Security
Trend Micro
Traffic/Admission
Control,
Proactive Response
Network Containment
and Control
VPN Technology
Cisco VPN 3000
Secure Connectivity
IPSec & SSL VPN
Network Intelligence
Cisco Network
Services
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Cisco ASA 5500 Series: Threat Protected VPN Services
Leveraging On-Board Security to Protect the VPN Threat Vector
Remote Access
VPN User
Application Firewall and Access Control
Threat Mitigation
Application Inspection/Control
Granular, Per-User/Group Access Control
Protocol Anomaly Detection
Stateful Traffic Filtering
Incident Control Virus
Detection
Worm Mitigation
Spyware Detection
Worm/
Virus
Spyware
Unwanted
Application
Exploit
Illegal
Access
ASA 5500
Comprehensive Endpoint Security
Accurate Enforcement
Pre-Connection Posture Assessment
Malware Mitigation
Session/Data Security
Post-Session Clean-Up
Real-Time Correlation
Risk Rating
Attack Drop
Session Removal and Resets
Leverages Depth of Threat Defense Features to Stop Malicious Worms,
Viruses, and More…and Without External Devices or Performance Loss!
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VPN Technologies for Remote Clients
Encrypted Connection Protocols:
SSL tunnel uses the SSL protocol with RC4 or AES to
encrypt data
IPSec tunnel uses the IPSec protocol with DES, 3DES or
AES to encrypt data
Encrypted Client options supported by the ASA
AnyConnect VPN Client is an SSL based VPN client that is
installed on a desktop and can tunnel any traffic (aka SVC)
WEB VPN (aka Clientless VPN) uses the browser as the
Client with the ASA acting as a proxy. It can tunnel http,https
traffic and a limited number of other supported protocols
such as CIFS, OWA, RDP, VNC, SSH, Telnet via plugins
Cisco VPN Client is an IPSec client that can tunnel any
traffic except for multicast.
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ASA VPN Configuration
The AnyConnect Configuration document at the url below is an excellent starting
place for any ASA VPN configuration.
http://www.cisco.com/en/US/partner/products/ps6120/products_configuration_ex
ample09186a00808efbd2.shtml
Configure
Step 1. Configure a Self-Issued Certificate
Step 2. Upload and Identify the SSL VPN Client Image
Step 3. Enable Anyconnect Access
Step 4. Create a new Group Policy
Configure Access List Bypass for VPN Connections
Step 6. Create a Connection Profile and Tunnel Group
for the AnyConnect Client Connections
Step 7. Configure NAT Exemption for AnyConnect
Clients
Step 8. Add Users to the Local Database
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VPN Connection Flow Summary
During Client connection time Group Policy settings takes precedence over
Connection Profile settings.
If Connection Profile has a setting and Group Policy is set to "inherit" then
Connection Profile settings are used.
ANYCONNECT CLIENT Connection
Connection Profile (called tunnel group at CLI) = SSLClientProfile
Uses Group Policy = GroupPolicy1
Alias = SSLClient
IPSEC CLIENT Connection
Connection Profile (called tunnel group at CLI) = IPSecVPN
Uses Group Policy = IPSecClient
IPSec Client settings: Groupname=IPSecVPN , pre-shared
key=cisco123
WEBVPN - BROWSER CLIENT Connection
Connection Profile Clientless SSL VPN Access (tunnel group inCLI) = WebVPN
Uses Group Policy = WebGroup
Alias = WebVPN
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AnyConnect Client Connection Config
ANYCONNECT CLIENT Connection Profile
SSLClientProfile
Alias = SSLClient
Authentication type = (local, AAA, Certs)
Uses Group Policy = GroupPolicy1
Connection Profile lock = SSL Client Profile
SSL VPN Client tunnelling protocol ONLY
Address pool = ECRU-1
10.199.0.1 – 10.199.7.254
DNS = 4.2.2.2
Default Domain = gtei.net
Split tunnel options = Default =
tunnel all networks
Test user: User1 pw=cisco123
Locked to SSL Client profile
Uses Group Policy1
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Client-Based
SSL VPN
(AnyConnect/
SSL VPN Client)
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ASA 5500 version 8.0 VPN Clientless Access
 Precise, granular access
control to specific resources
 Enhanced Portal Design
Localizable
RSS feeds
Personal bookmarks
AnyConnect Client access
 Drag and Drop file access and
webified file transport
 Transformation enhancements
including Flash support
 Head-end deployed applets for
telnet, SSH, RDP, and VNC,
framework supports add’l plugins
 Advanced port-forwarder for
Windows (Smart Tunnel)
accesses TCP applications
without admin privileges on
Client PC
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Enhanced Remote Access Security
 Enhanced authorization using
policies and group information
 Extended use of credentials
 Always up to date via
automatic updating (no admin)
 Virtual keyboard option
 SAML Single Sign-On (SSO)
verified with RSA Access
Manager (was ClearTrust)
 Group/User-to-VLAN mapping
support
 Start before Login for Vista
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Current Snapshot of VPN Client Offerings
Cisco VPN Client
Cisco SSL VPN
Client
Cisco AnyConnect
VPN Client
Protocol
IPsec
SSL (HTTPS)
DTLS, SSL
(HTTPS) - Auto
Approximate size
10 MB
400 KB
1.7 MB
auto download
auto download
distribute
distribute
Initial installation only
Initial installation
only
(Stub installer
available)
(MSI available –
Windows)
2K/XP/Vista 32-bit,
Linux, Mac OS X,
Solaris UltraSparc
2000/XP
2K/XP/Vista (32 &
64-bit), Linux, Mac
OS X, Win 2008
Server, Mobile 5/6
No
Yes
Yes
ASA/PIX/3K/IOS
ASA/3K/IOS
ASA/IOS
Initial install
distribute
Admin rights required
OS Support
yes
Rebootless Installs
Head End
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Tunneling Protocol Comparison
Cisco SSL VPN Client
HTTPS/SSL
DTLS/SSL
IPsec / IKEv1
Locked down FW
Compatible
Yes
No
via TCP
tunneling
Proxy server
Compatible
Yes
No
No
High performance
transport
No
Yes
Yes
Protocol Fallback
N/A
HTTPS/SSL (TCP)
QoS Friendly (DSCP
Preservation)
No
Possible
Yes
Mobility Friendly
Yes
Yes
No
(IKEv2/Mobile
IKE)
Transport
TCP
UDP
ESP, UDP, Fake
TCP
Perceived Customer
Value ($$s)
$$$
$$$
$
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AnyConnect VPN Client Installation
Dynamic or Manual Installation
 ASA downloads
client to user based
on group policy.
 ASA can
automatically
download client, or
prompt remote user
to download.
 Client packages
provided for manual
install or distribution
via desktop
management
system
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AnyConnect VPN Client
Local LAN Access (Split Tunnel Variant)
To verify split tunnel configuration from remote PC,
open AnyConnect VPN icon in task tray, then select:
Statistics > Details > Route Details
In this example,
only traffic to the
Local PC LAN
(192.168.100.0/24)
is sent in clear (no
VPN).
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All other traffic is
sent encrypted
over VPN to
ASA.
31
AnyConnect VPN Client
Datagram Transport Layer Security (DTLS)
Defined in
RFC 4347
Implemented as part of
the standard OpenSSL
package
Limitations of TLS (HTTPS/SSL) with SSL VPN tunnels
TLS is used to tunnel TCP/IP over TCP/443
TCP requires retransmission of lost packets
Both application and TLS wind up retransmitting when packet loss is
detected.
DTLS solves the TCP over TCP problem
DTLS replaces underlying transport TCP/443 with UDP/443
DTLS uses TLS to negotiate and establish DTLS connection (control
messages and key exchange)
Datagrams only are transmitted over DTLS
Other benefits
Low latency for real time applications
DTLS is enabled by default; dynamically negotiated at connect time.
DTLS is optional and will automatically fallback to TLS (HTTPS)
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Clientless
WebVPN
Features
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For End-Users, Seamless Access Anywhere
Personalized application and resource access
 Personalized homepage
Localizable, RSS feeds, personal
bookmarks, etc.
 Delivers web-based and traditional
applications
Sophisticated web and other
applications delivered seamlessly
to the browser
SAML Single Sign-On (SSO) –
verified with RSA Access
Manager
 Intuitive user experience
Drag and Drop file access and
webified file transport
 Delivers key applications beyond
the browser
Smart Tunnels deliver more
applications without admin
privileges
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For End-Users, Seamless Access Anywhere
Enhanced clientless interface, highly customizable
Customizable
Banner Message
Customizable
Banner Graphic
Customizable
Access Methods
Customizable Links,
Network Resource
Access
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Customizable
Colors and Sections
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Clientless WebVPN
Personal Bookmarks
 Specify personal
storage location
under Group
Policy
 User can add/delete
personal bookmarks
that are persistent
between WebVPN
sessions.
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Clientless WebVPN Browsing Networks
Clientless File Access for CIFS and FTP
 Click
icon from web portal to browse networks
OR
 Click Browse Entire
Network link under
Browse Networks
application
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Clientless WebVPN
Java Client/Server Plugins - Details
 When clicking on a resource link, a dynamic page is generated
that hosts the Java applet(s).
 The Java applet(s) are rewritten, re-signed, and automatically
wrapped with Cisco’s helper agent.
 The Java applet(s) are transparently cached in the ASA cache.
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Clientless WebVPN Plugins
RDP, VNC, Sametime, SSH, Telnet, Post
 Remote Desktop Plugin for Windows Terminal Services
Native Windows support using ActiveX or ProperRDP client using Java
 Virtual Network Computing (VNC) remote server access based on
TightVNC
 SSH/Telnet – Combined open source plugin provides either SSHv1 or
Telnet access to manage devices and servers
 Lotus Sametime – Secure instant messaging application from IBM
 POST plugin – Provides Portal Homepage with optional SSO
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Clientless WebVPN Plugins
Citrix Plugin




Link directly to Citrix applications from portal
Plugin supports all Citrix Java client parameters/features.
ASA optimizes performance by downloading components as needed.
Verify your Citrix EULA grants rights and permissions to deploy the client
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Clientless WebVPN
Native Citrix Support (No Plugin)
 ASA automatically intercepts web traffic with content type ICA from Web
Presentation Server and modifies return ICA file to client to ensure ASA
proxies session.
 Java or ActiveX ICA Client is also pushed down to client if not running
standalone client on endpoint.
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Clientless WebVPN
Smart Tunnels
 Smart Tunnels are application-level port forwarding
 It is a connection between a Winsock 2, TCP-based application and the
private site, using a clientless (browser-based) SSL VPN session.
 You can specify client applications which you want to grant Smart Tunnel
access including Telnet, SSH, RDP, VNC, Passive FTP, Outlook
Express, Lotus Notes, Sametime, Citrix Program Neighborhood client,
and Outlook via POP/SMTP/IMAP.
 SSL VPN loads a stub into each process spawned by an authorized
application, and intercepts socket calls to redirect via ASA.
 This can be used where other methods such as AnyConnect or Port
Forwarding cannot be used.
 A browser with Active-X, Java or JavaScript support is required on 32-bit
OS’s only, such as Windows XP & 2K
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Clientless WebVPN
General Configuration Overview
1. Import Web Content (Optional)
2. Define Bookmarks and assign to Group Policies
3. Customize Login/Logout and Portal Pages and assign
to Connection Profiles and Group Policies, respectively
(Optional)
4. Import plugins and apply to bookmarks (Optional)
5. Define Smart Tunnels and enable in bookmarks or
Group Policies (Optional)
6. Review and tune User/Group Policies as required.
7. Apply Cisco Secure Desktop, Endpoint Assessment,
DAP, and enforcement policies (covered in later
training sessions
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Secure Session (aka Secure Desktop or Vault)
Overview
 Encrypts data and files associated with or downloaded during remote session
into a secure desktop partition
 Provides tasktray icon
work in.
to signify a safe environment for remote user to
 Upon session termination, uses U.S. Department of Defense (DoD) sanitation
algorithm to remove the partition.
 Typically used during clientless SSL VPN sessions--attempts to reduce the
possibility that cookies, browser history, temporary files, and downloaded
content remain after a remote user logs out, the session times out, or after an
abrupt termination occurs.
 Runs over Microsoft Windows Vista, Windows XP, and Windows 2000.
 If Prelogin policy is configured to install Secure Session, but remote OS does
not support Secure Session, then Cache Cleaner install attempted instead.
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Cisco Secure Desktop
Login Page (After Scan)
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Policy Inheritance
Overview
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Policy Objects
 Connection Profile / Tunnel Group
 Pre-login attributes (inc. AAA, login page for Clientless, cert handling)
 Group Policy (Internal and External)
 Post-login attributes (inc. portal page, bookmarks, access policies)
 User Policy (Internal and External)
 User-specific attributes
 Dynamic Access Policy
 Dynamically created policies based on multiple inputs (Location,
Directory attributes, PC attributes)
 Internal versus External
 Internal attributes – locally defined on ASA
 External attributes – returned as values from queries to external servers
(for example, RADIUS and LDAP)
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User Attribute Primer
Start Here
DAP Attributes
User Attributes
Group Policy Attributes
User Connection Profile/
Tunnel Group
Group Policy Attributes
DfltGrpPolicy Attributes
(System Default Group Policy)
Note: Individual Attributes may not be collected in sequence, but
resulting policy will always be a compilation based on above prioritization
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Data Collection and Policy Assignment Flow
Connection Profile Selected
User
Connect/Login
• DefaultWEBVPNGroup
• Conn/Group URL (auto)
• Group Drop-Down List
• Certificate-based (auto)
Initial SSL
Connection
PreLogin
SSL VPN
User
Basic Host Scan
Extended Host Scan
Custom Checks
CSD Pre-Login Scan
Cisco
Secure
Desktop
User login
DAP
• User Attributes
• Group Attributes
• Connection Type
User
Policy
PostLogin
DAP
• Pre-Login Policy
• Scan Results
• OS Details
Scan Results
Resultant Policy is a collection of multiple data
points and attributes, not necessarily collected in
order, that are compiled based on policy
inheritance and prioritization hierarchy.
Pre-login Policy
(Location) Assigned
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User/Group
Policy Selected
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ASA VPN Load Balancing
Load balancing is supported on remote sessions initiated with the following:
• Cisco AnyConnect VPN Client (Release 2.0 and later)
• Cisco VPN Client (Release 3.0 and later)
• Cisco VPN 3002 Hardware Client (Release 3.5 or later)
• Cisco PIX 501/506E when acting as an Easy VPN client.
Load balancing works with both IPSec clients and WebVPN sessions. All
other clients, including LAN-to-LAN connections, can connect to a security
appliance on which load balancing is enabled, but they cannot participate in
load balancing.
You can configure the number of IPSec and WebVPN sessions to allow, up
to the maximum allowed by your configuration and license.
With Release 7.1(1), IPSec and WebVPN sessions count or weigh equally in
determining the load that each device in the cluster carries.
If using Certificates you must enable redirection using a fully-qualified
domain name in vpn load-balancing mode.
Use the command “redirect-fqdn enable” in global configuration mode.
This is disabled by default.
http://www.cisco.com/en/US/partner/docs/security/asa/asa81/config/gui
de/vpnsysop.html
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Cisco ASA 5500 WebVPN/SSL VPN
WebVPN-SSLVPN License Options:
25,100,250,500,1000,2500,5000,10000
Additional End Point Assessment License includes:
Cisco Secure Desktop - For running Secure Applications on an In-Secure Device
End point Assessment – (NAC Lite)To verify posture of device, enabling ASA to
assign client to a specific group with specific access rights.
Mobile VPN Client Support (ASA-MOBILE-VPN)
Phone
Proxy – EncryptedCiscoCall
setup and Firewalling
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VPN Security Challenges
Extranet Machine
Supply Partner
Unmanaged Machine
Employee at Home
Remote User
Customer
Managed Machine
Before SSL VPN
Session
 Who owns the
endpoint?
 Endpoint security
posture: AV, personal
firewall?
During SSL VPN
Session
 Is session data
protected?
 Are typed passwords
protected?
 Has malware
launched?
 Is malware running?
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After SSL VPN
Session
 Browser cached
intranet web pages?
 Browser stored
passwords?
 Downloaded files left
behind?
55
Comprehensive EndPoint Security
 Cisco Secure Desktop (CSD)
now supports hundreds of
pre-defined products,
New
updated frequently
in 8.0!
Anti-virus, anti-spyware,
personal firewall, and more
 Administrators can define
custom checks including
running processes
 CSD posture policy
presented visually to simplify
configuration and
troubleshooting
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Cisco ASA 5500
Series Platforms and
Modules
Wide Range of Leading Solutions for Customers of All Sizes
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Cisco ASA 5500 Series High-End Lineup
Data Center Solutions
New
Cisco
ASA 5540
Cisco
ASA 5580-20
Internet
Edge
Campus
Segmentation
Campus
Segmentation
/ Data Center
Starting at
$16,995
Starting at
$19,995
Starting at
$59,995
with-8GE
Starting at
$109,995
With 8GE
650 Mbps
325 Mbps
5000 / 2500
1.2 Gbps
425 Mbps
5000 / 5000
5 Gbps
6.5 Gbps
10 Gbps
1 Gbps
10,000 / 10,000
10 Gbps
14 Gbps
20 Gbps
1 Gbps
10,000 / 10,000
400,000
25,000
500,000
4 GE + 1 FE
8 GE + 1 FE
200
A/A and A/S
650,000
36,000
600,000
8 GE + 1 FE
8 GE + 1 FE
250
A/A and A/S
1,000,000
90,000
2,750,000
2 Mgmt
24 GE / 12 10GE
250
A/A and A/S
2,000,000
150,000
5,500,000
2 Mgmt
24 GE / 12 10GE
250
A/A and A/S
Target Market
List Price
New
Cisco
ASA 5550
Cisco
ASA 5580-40
Data Center
Performance
Max Firewall (Real-world HTTP)
Max Firewall (1400 byte)
Max Firewall (Jumbo frames)
Max IPSec VPN
Max IPSec/SSL VPN Peers
Platform Capabilities
Max Firewall Conns
Max Conns/Second
Packets/Second (64 byte)
Base I/O
Max I/O
VLANs Supported
HA Supported
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Cisco ASA 5500 Series Product Lineup
Cisco
ASA 5505
Cisco
ASA 5510
Cisco
ASA 5520
Cisco
ASA 5540
Cisco
ASA 5550
Teleworker /
Branch Office /
SMB
SMB and
SME
Enterprise
Medium
Enterprise
Large
Enterprise
Starting at
$595
Starting at
$3,495
Starting at
$7,995
Starting at
$16,995
Starting at
$19,995
Performance
150 Mbps
Max Firewall
45Mbps
Max Firewall + IPS
100 Mbps
Max IPSec VPN
Max IPSec/SSL VPN Peers 25/25
300 Mbps
150/300
170 Mbps
250/250
450 Mbps
350/450
225 Mbps
750/500
650 Mbps
650 Mbps
325 Mbps
5000/2500
1.2 Gbps
N/A
425 Mbps
5000/5000
50,000/130,000
6,000
190,000
280,000
9,000
320,000
400,000
20,000
500,000
650,000
28,000
600,000
5 FE
50/100
A/A and A/S
(Sec Plus)
4 GE + 1 FE
150
A/A and A/S
4 GE + 1 FE
200
A/A and A/S
8 GE + 1 FE
250
A/A and A/S
Target Market
List Price
10,000/25,000
Max Firewall Conns
3,000
Max Conns/Second
85,000
Packets/Second (64 byte)
Base I/O
8-port FE switch
VLANs Supported
3/20 (trunk)
Stateless A/S
HA Supported
(Sec Plus)
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Wide Range of Management Solutions
Provide Scalable, Cost Optimized Options for Businesses
Integrated Remote Management Capabilities Within ASA
 Configuration: Auto Update, SSH, Telnet, XML/HTTPS, and ASDM
 Real-time monitoring: Syslog, SNMP, HTTPS, and ASDM
 Software updates: Auto Update, SCP, HTTP, HTTPS, and TFTP
Cisco Security Manager (CS-Manager)
 Scalable management solution for wide range of Cisco security solutions
including routers, switches, blades, and appliances
 Delivers centralized management of firewall, VPN, IPS/IDS, networking,
and other services via flexible user interface
 Supports device grouping for simplified policy maintenance
 Provides role-based admin access and workflow capabilities
 Available on Windows (Linux version coming)
Cisco Monitoring and Response Solution (CS-MARS)
 Family of high performance appliances designed to provide
automated analysis of security event information to help identify,
manage, and counter attacks
 Supports getting events from wide range of Cisco and 3rd party
solutions—and also analyzes NetFlow for additional intelligence
 Offers event correlation, visualization, rules engine, and reporting
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Web VPN Client Monitoring
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Cisco ASA Adaptive Security Appliances
Industry Certifications and Evaluations
 Common Criteria
New
Completed:
Completed:
In process:
In process:
EAL4, v7.0.6—ASA 5510/20/40 (FW)
EAL2, v6.0—ASA SSM-10/20 (IPS)
EAL4+, v7.2.2—ASA Family (FW)
EAL4, v7.2.2—ASA Family (VPN)
 FIPS 140
New
Completed: Level 2, v7.0.4—ASA Family
Completed: Level 2, v7.2.2
In process: Level 2, v8.0.2
 ICSA Firewall 4.1, Corporate Category
Completed: v7.2.2—ASA Family
 ICSA IPSec 1.0D
Completed: v7.0.4—ASA Family
 ICSA Anti-Virus Gateway
Completed: v7.1—ASA Family
 NEBS Level 3
Completed: ASA 5510, 5520, and 5540
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