OpenVPN Troubleshooting Guides
OpenVPN errors can surface at the worst possible moments — during deployments, under peak traffic, or in the middle of critical operations. This collection of 4 troubleshooting guides covers the most common OpenVPN issues encountered in network infrastructure, protocols, and connectivity. Each article walks through specific error messages with step-by-step diagnosis, root cause analysis, and verified solutions. Whether you're dealing with configuration problems, authentication failures, timeout errors, or unexpected behavior, these guides are designed to get you from error message to resolution as quickly as possible. Solutions are backed by official documentation and real-world production experience.
Error Quick Reference
| Article | Description |
|---|---|
| How to Check OpenVPN Certificate Expiration: Fix 'VERIFY ERROR: certificate has expired' | Fix OpenVPN connection failures caused by expired certificates. Learn how to check client, server, and CA certificate expiration dates using OpenSSL. |
| How to Fix OpenVPN Connection Timed Out, Refused, and Reset Errors | Complete DevOps guide to fixing OpenVPN connection timed out, refused, high latency, and packet loss. Troubleshoot firewalls, MTU, and TCP/UDP configs. |
| How to Fix OpenVPN TLS Handshake Failed (TLS Key Negotiation Failed to Occur Within 60 Seconds) | Resolve OpenVPN TLS handshake failures and 60-second key negotiation timeouts. Learn to fix firewall blocks, tls-auth mismatches, and certificate verify errors. |
| OpenVPN Connection Timed Out: Complete Troubleshooting Guide (2026) | Fix OpenVPN connection timed out, refused, and reset errors. Step-by-step diagnosis with real commands for firewall rules, MTU issues, and TLS handshake failure |
Most Common OpenVPN Errors
How to Check OpenVPN Certificate Expiration: Fix 'VERIFY ERROR: certificate has expired'
Fix OpenVPN connection failures caused by expired certificates. Learn how to check client, server, and CA certificate expiration dates using OpenSSL.
How to Fix OpenVPN Connection Timed Out, Refused, and Reset Errors
Complete DevOps guide to fixing OpenVPN connection timed out, refused, high latency, and packet loss. Troubleshoot firewalls, MTU, and TCP/UDP configs.
How to Fix OpenVPN TLS Handshake Failed (TLS Key Negotiation Failed to Occur Within 60 Seconds)
Resolve OpenVPN TLS handshake failures and 60-second key negotiation timeouts. Learn to fix firewall blocks, tls-auth mismatches, and certificate verify errors.
All OpenVPN Guides4 guides
How to Check OpenVPN Certificate Expiration: Fix 'VERIFY ERROR: certificate has expired'
Fix OpenVPN connection failures caused by expired certificates. Learn how to check client, server, and CA certificate expiration dates using OpenSSL.
How to Fix OpenVPN Connection Timed Out, Refused, and Reset Errors
Complete DevOps guide to fixing OpenVPN connection timed out, refused, high latency, and packet loss. Troubleshoot firewalls, MTU, and TCP/UDP configs.
How to Fix OpenVPN TLS Handshake Failed (TLS Key Negotiation Failed to Occur Within 60 Seconds)
Resolve OpenVPN TLS handshake failures and 60-second key negotiation timeouts. Learn to fix firewall blocks, tls-auth mismatches, and certificate verify errors.
OpenVPN Connection Timed Out: Complete Troubleshooting Guide (2026)
Fix OpenVPN connection timed out, refused, and reset errors. Step-by-step diagnosis with real commands for firewall rules, MTU issues, and TLS handshake failure