Security Implementing Cisco Secure Mobility Solutions (SIMOS) Free Sample Questions

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300-209 Sample Questions

  1. Question 1

    Q1

    A network administrator is troubleshooting a Cisco AnyConnect SSL VPN where users are unable to access internal web servers via FQDN but can access them via IP address. The split-tunneling policy is correctly configured to include the internal DNS server's subnet. The ASA configuration includes the command split-dns DefaultDNS. What is the most likely cause of this issue?

    Show answer & explanation

    Correct answer: B

    The split-dns command requires a list of domain names. When a client needs to resolve a name matching a domain in this list, the query is sent through the tunnel to the corporate DNS server. The command split-dns DefaultDNS is not a valid configuration; it should be followed by a domain name, for example, split-dns value internal.company.com. Without the specific domain list, the AnyConnect client will continue to use its local DNS server, failing to resolve internal FQDNs.

  2. Question 2

    Q2Multiple answers

    During a GETVPN deployment, a new Group Member (GM) fails to register with the Key Server (KS). The administrator observes 'GDOI registration failed' messages on the GM. The pre-shared key for ISAKMP Phase 1 is confirmed to be correct. Which two of the following are potential causes for this registration failure? (Select TWO)

    Show answer & explanation

    Correct answers: A, C

    GETVPN uses the GDOI protocol, which is encapsulated in UDP over port 848. If an access control list on the KS or any intermediate device blocks this traffic from the GM, the registration process will fail.

    The group identity number is a critical parameter that must match between the KS and GM. It is used to associate the GM with the correct GDOI group. A mismatch will cause the KS to reject the registration request.

  3. Question 3

    Q3

    A consultant is designing a FlexVPN solution to replace a legacy DMVPN network. A key requirement is to use IKEv2 with certificate-based authentication and to dynamically assign spoke-specific IP addresses from a local pool on the hub. Which configuration block is essential on the FlexVPN hub to achieve this?

    Show answer & explanation

    Correct answer: B

    In a FlexVPN IKEv2 server (hub) configuration, the crypto ikev2 profile is the central component. It ties together authentication (certificates), authorization (AAA), and the configuration template for dynamic tunnels (virtual-template). The AAA server or local pool is then configured to provide IP addresses and other attributes to authenticated spokes, which are applied via the virtual-access interface cloned from the virtual-template.

  4. Question 4

    Q4

    True or False: In a Cisco ASA Clientless SSL VPN deployment, enabling Java-based port forwarding is necessary to provide remote users with access to internal applications that use a static TCP port, such as an SSH or Telnet server.

    Show answer & explanation

    Correct answer: A

    True. Clientless SSL VPN primarily provides access to web-based resources. To access non-web applications that use specific TCP ports (like SSH on port 22 or Telnet on port 23), port forwarding must be configured. This feature uses a Java applet that is downloaded to the client's browser to map a local port on the client's machine to the internal application's IP address and port, tunneling the traffic through the SSL VPN session.

  5. Question 5

    Q5

    An engineer is configuring a site-to-site IPsec VPN tunnel between two Cisco IOS routers and needs to ensure that if the primary encryption or hash algorithm is compromised, the overall security of the session keys is not affected. Which IKEv1 feature must be enabled to achieve this?

    Show answer & explanation

    Correct answer: C

    Perfect Forward Secrecy (PFS) ensures that a session key derived from a set of long-term keys will not be compromised if one of the long-term keys is compromised in the future. In IPsec, this is achieved by forcing a new Diffie-Hellman exchange to generate fresh, unrelated keys for each new security association (SA) rekey, typically during IKE Phase 2. This prevents an attacker who compromises a router's private key from decrypting previously captured VPN traffic.

  6. Question 6

    Q6

    A financial institution is implementing a DMVPN Phase 3 network with EIGRP. Security policy mandates that spoke-to-spoke traffic must be encrypted and must not traverse the hub. However, during testing, it is observed that the first few packets between two spokes are dropped before the direct tunnel is established. Which NHRP message is responsible for triggering the creation of the dynamic spoke-to-spoke tunnel?

    Show answer & explanation

    Correct answer: C

    In DMVPN Phase 3, when a spoke (Spoke A) sends a packet to another spoke (Spoke B) via the hub, the hub processes the packet and forwards it to Spoke B. Simultaneously, the hub sends an 'NHRP Redirect' message back to Spoke A. This message tells Spoke A to find a better path. Spoke A then sends an 'NHRP Resolution Request' for Spoke B's NBMA address, triggering the dynamic spoke-to-spoke tunnel formation. The initial packet loss occurs during this discovery and tunnel setup process.

  7. Question 7

    Q7

    A systems administrator is configuring Cisco AnyConnect Secure Mobility Client with the posture module. The goal is to ensure that any connecting endpoint has an approved antivirus application installed and running before granting network access. Which component is responsible for defining these specific posture requirements?

    Show answer & explanation

    Correct answer: C

    The HostScan module, deployed from the Cisco ASA or integrated with Cisco Identity Services Engine (ISE), is responsible for endpoint posture assessment. Administrators configure posture policies (requirements) within the ASA's HostScan settings or more granularly within ISE. These policies define the specific conditions, such as the presence and state of antivirus software, OS patch levels, or running processes, that must be met for an endpoint to be considered compliant.

  8. Question 8

    Q8

    An administrator observes that IKEv2 negotiations are failing between two sites over a network path that has a lower MTU than expected. Debugs indicate that large IKEv2 packets containing multiple certificates are being dropped. Which IKEv2 feature should be enabled on the Cisco IOS routers to resolve this issue?

    Show answer & explanation

    Correct answer: B

    IKEv2 Fragmentation is a specific feature designed to address issues where large IKE packets, especially those carrying extensive certificate chains, exceed the path MTU. When enabled with the crypto ikev2 fragmentation command, the router will fragment the IKEv2 messages at the IKE layer before encryption, allowing them to be transmitted in smaller IP packets that can traverse links with lower MTU values without being dropped by intermediate devices.

  9. Question 9

    Q9

    An organization uses FlexVPN with an IKEv2 hub router that authenticates remote spokes using EAP passed through to a RADIUS server. To enhance security, which command must be configured within the IKEv2 profile on the hub to ensure that the EAP identity exchange is protected within the IKE security association?

    Show answer & explanation

    Correct answer: B

    The authentication remote eap command within an IKEv2 profile specifies that the remote peer (spoke) will be authenticated using EAP. A corresponding authentication local command defines how the hub authenticates itself to the spoke. Crucially, IKEv2 performs the EAP exchange inside the encrypted IKE_AUTH exchange, protecting user credentials from eavesdropping. This is a significant security improvement over IKEv1's Xauth, which sent the credentials in a separate, potentially vulnerable transaction.

  10. Question 10

    Q10

    A company is deploying a Cisco IOS GETVPN solution. The security architect needs to visualize the relationship between the key components. Which diagram accurately represents the control plane and data plane interactions in a GETVPN environment?

    Diagram A:
    
    [Key Server] [GM 1] [GM 2]
    ^ ^
    |-------------(GDOI)-----------------|
    
    Diagram B:
    
    [Key Server] --(GDOI)--> [GM 1]
    | \ |
    (GDOI) (GDOI) (IPsec)
    | \ |
    v v v
    [GM 2] [GM 3]
    
    Diagram C:
    
    [Key Server]
    | (Control Plane: GDOI)
    /------|------ v v v
    [GM 1] [GM 2] [GM 3]
    ^ ^ ^
    |-------|-------| (Data Plane: Full Mesh IPsec)
    \_______________/
    
    Diagram D:
    
    [GM 1] [Hub] [GM 2]
    ^
    | (Control: NHRP)
    v
    [GM 3]
    
    Show answer & explanation

    Correct answer: C

    Diagram C correctly illustrates the GETVPN architecture. The Key Server (KS) acts as a centralized control plane entity, distributing keys and policies to all Group Members (GMs) using the GDOI protocol. The data plane, however, is a full mesh. Once GMs receive the common security policy and keys, they can encrypt and decrypt traffic directly between each other without involving the KS. This preserves the original IP headers and supports native IP routing and multicast.

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