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300-410 Practice Question: An engineer configures IPsec with a transform set…

An engineer configures IPsec with a transform set that includes ESP-SHA-HMAC and ESP-AES-256. The VPN tunnel fails to establish, and debug shows 'transform set mismatch'. What is the most likely explanation?

Answer choices

Why each option matters

Answer the question above first, then reveal the full breakdown to understand why each option is right or wrong.

Correct answer & explanation

The peer has the transform set with the same protocols but in a different order (ESP-AES-256 then ESP-SHA-HMAC), which is considered a mismatch.

The transform set must match exactly on both peers, including the order of protocols. ESP-SHA-HMAC is an authentication protocol, and ESP-AES-256 is encryption. If the peer has them in a different order or uses a different combination, the negotiation fails.

Answer analysis

Option-by-option breakdown

For each option: why learners choose it and why it is or isn't the right answer here.

  • The peer has the transform set with the same protocols but in a different order (ESP-AES-256 then ESP-SHA-HMAC), which is considered a mismatch.

    Why this is correct

    IPsec transform sets are matched exactly, including the order of protocols.

  • The peer uses ESP-AES-256 with a different key length, such as 128-bit.

    Why it's wrong here

    AES-256 implies 256-bit key; AES-128 would be a different transform.

  • The peer has 'crypto ipsec transform-set' with 'esp-sha-hmac' and 'esp-aes 256' but also includes 'comp-lzs'.

    Why it's wrong here

    Extra protocols would also cause a mismatch, but the order issue is more subtle and common.

  • The peer uses 'esp-sha-hmac' as authentication and 'esp-aes 256' as encryption, but the mode is set to transport instead of tunnel.

    Why it's wrong here

    Mode mismatch is a separate issue and would show a different debug message.

Quick reference

VPN Protocol Comparison

ProtocolPortEncryptionAuthenticationUse Case
IKEv2 / IPsecUDP 500 / 4500AES-256Certificates / PSKSite-to-site & remote access
SSL / TLS VPNTCP 443TLS 1.3Certificates / MFAClientless remote access
L2TP / IPsecUDP 1701AES (IPsec)PSK / CertificatesLegacy remote access
WireGuardUDP 51820ChaCha20Public keysModern high-performance VPN
PPTPTCP 1723MPPE (weak)MS-CHAPv2Legacy — avoid in production

PPTP is considered insecure. IKEv2/IPsec and SSL VPN are the current recommended options.

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JA

Written by Johnson Ajibi, MSc IT Security

Senior Network & Security Engineer · founder of Courseiva

This 300-410 practice question is part of Courseiva's free Cisco certification practice question bank. Courseiva provides original exam-style practice questions with explanations, topic-based practice, mock exams, readiness tracking, and study analytics to help learners prepare for the 300-410 exam.