Claude Code deployment

SSL Certificate Validation Failure on HTTPS Calls

Application fails to make HTTPS requests to external services, throwing SSL certificate validation errors. In development with self-signed certificates it works (validation disabled), but in production with proper certificates it fails.

Certificate is valid and properly installed but the application doesn't trust it.

Error Messages You Might See

javax.net.ssl.SSLHandshakeException: PKIX path building failed Certificate validation failed Self-signed certificate not trusted
javax.net.ssl.SSLHandshakeException: PKIX path building failedCertificate validation failedSelf-signed certificate not trusted

Common Causes

  1. Self-signed certificate not added to application's trust store
  2. Certificate chain incomplete, missing intermediate certificates
  3. System trust store not being used by application (using custom keystore)
  4. Hostname in certificate doesn't match requested domain
  5. Certificate expired or not yet valid

How to Fix It

For self-signed certs in dev only, add to keystore: keytool -import -alias myserver -file cert.pem -keystore truststore.jks. Configure application: -Djavax.net.ssl.trustStore=truststore.jks -Djavax.net.ssl.trustStorePassword=password. For production: use proper CA-signed certificate. Verify certificate: openssl x509 -in cert.pem -text -noout

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Former CTO at qed.builders (acquired by The Sandbox). Cursor ambassador and agentic tooling builder. I've scaled systems, automated deployments, and built observability tools for AI coding workflows. I specialize in taking vibe-coded apps from broken prototype to production-ready: fixing Supabase auth/RLS, Stripe integrations, deployment pipelines, and cleaning up AI-generated spaghetti. I build tools in this space (agentprobe, claudebin, micode) and understand both sides: how AI generates code and why it breaks. https://blog.vtemian.com/ Jen Jacobsen Jen Jacobsen I’m a Full-Stack Developer with over 10 years of experience building modern web and mobile applications. I enjoy working across the full product lifecycle — turning ideas into real, well-built products that are intuitive for users and scalable for businesses. 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Frequently Asked Questions

How to import self-signed cert into Java?

keytool -import -alias name -file cert.pem -keystore truststore.jks -storepass password. Then use in application startup.

How to verify certificate details?

openssl x509 -in cert.pem -text -noout shows expiration, issuer, subject, and validity dates.

Should certificate validation be disabled in production?

No. Never disable validation in production. Fix the certificate instead (use proper CA, add to trust store).

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