OpenVPN/openvpn
OpenVPN 2.7.4 Windows 11 fails TLS negotiation while 2.6.17 works
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#1,036 创建于 2026年5月18日
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描述
OpenVPN 2.7.4 on Windows 11 fails TLS negotiation with an existing legacy UDP setup that works correctly on:
- Linux OpenVPN 2.6.14
- Windows OpenVPN 2.6.17
Environment:
- Windows 11 build 10.0.26200
- OpenVPN 2.7.4
- OpenSSL 3.6.2
Symptoms:
- Client hangs at:
TLS key negotiation failed to occur within 60 seconds - Server never logs:
TLS: Initial packet from - tcpdump on intermediate pfSense shows repeated:
UDP, length 14 - No valid TLS handshake packets observed.
Same exact .ovpn config and certificates connect immediately with OpenVPN 2.6.17 on Windows and 2.6.14 on Linux.
Workaround: Downgrading Windows client from 2.7.4 to 2.6.17 resolves the issue instantly without configuration changes.