TROUBLESHOOTING

SSL / TLS Troubleshooting and Certificate Infrastructure Services

SSL/TLS troubleshooting; involves diagnosing and resolving issues like certificate validity periods, missing intermediate chain, hostname/SAN mismatches, non-matching private key, insecure protocols, automated renewal (Certbot/ACME) failures, and HTTPS issues caused by proxies.

OVERVIEW

What is SSL / TLS Troubleshooting and Certificate Infrastructure Services?

Simply looking at a 'Your connection is not private' warning in the browser is not sufficient to determine the root cause of HTTPS issues. Such problems can stem from missing certificate chains, incorrect SNI (Server Name Indication) redirection, or issues with background automation services.

The process includes verifying the provided certificate chain, SAN (Subject Alternative Name) fields, DNS records, Port 443 listening status, proxy/CDN layers, and Certbot/ACME renewal logs both on the client and server side.

SERVICE SCOPE

Service scope

01

External Network and Protocol Analysis

DNS records, Port 443 access, provided certificate chain, hostname matching, and TLS version support are externally scanned.

02

Server and Configuration Analysis

Certificate/key matching, vhost/server block definitions, SNI configuration, and Certbot/ACME renewal logs are examined.

03

Secure Fix Engagement

The correct intermediate chain (intermediate certificate chain), up-to-date cipher suites, and secure TLS configurations are implemented on the system.

04

Renewal and Automation Testing

HTTP-01 / DNS-01 challenge validation flows, systemd timer/cron tasks, reload hooks, and timing configurations are set up.

WHO IS IT FOR?

Who is it for?

  • Businesses with websites displaying certificate warnings or experiencing HTTPS disruptions.
  • Servers where Let's Encrypt / ACME automatic certificate renewal processes fail.
  • Applications experiencing TLS/SSL mismatches and redirect loops behind Nginx, Apache, HAProxy, Cloudflare, or CDNs.
  • Teams working with wildcard or multi-domain SSL configurations where key mismatches and chain errors occur.
DELIVERABLES

Deliverables

  • TLS/SSL Diagnosis and Root Cause Report
  • Complete Certificate, Private Key, and Intermediate Chain Setup
  • Tested Automated Renewal Configuration
  • Certificate Expiry Tracking and Security Hardening Recommendations

How we work

01

Assess the current environment, target and dependencies

02

Document scope, risks, acceptance and rollback

03

Implement, validate and document

FREQUENTLY ASKED QUESTIONS

Frequently asked questions

Why do browsers show security warnings even when the SSL certificate appears valid and correctly installed?

Missing intermediate chain file, hostname (SAN) mismatches, client/server cache issues, proxy layer mismatches, or system clock issues on the end device can cause these warnings.

Why does Let's Encrypt's automatic certificate renewal (renewal) process fail?

Failures can occur due to inability to access the .well-known directory for HTTP-01 challenges, incorrect webroot directory definitions, DNS-01 validation errors, API rate limit breaches, or stopped cron/systemd timer tasks.

Is it necessary to use a wildcard SSL certificate in every project?

It is practical for structures with many dynamic subdomains. However, wildcard certificates introduce DNS-01 challenges and risk to multiple points, so they should be chosen after a risk analysis.

FREE TECHNICAL ASSESSMENT

Let’s assess your requirements

We review your current environment, target and technical requirements in a 20–30 minute call. Scope, assumptions, deliverables and pricing are documented before work begins.

Request an assessment