Certificate Chaos Quiz - How Many Pain Points Do You Have?

You are still running a lot of internal stuff in plain unencrypted HTTP

No SSL at all - just plain HTTP for internal tools, dashboards, and APIs. Everything travels in clear text but "it is fine because it is internal"

You use self-signed certificates that nobody trusts

Browser warnings, certificate errors, and "click through this security warning" has become normal for your team

You have a private CA but root certificate distribution is a pain

Getting all your devices, containers, and services to trust your CA is hard work

You want real certificates for internal services

What if api.company.com and admin.company.com had proper certificates without all the work?

You've had downtime from expired certificates

That 3 AM wake-up call because someone forgot to renew and your API is down

You're worried about certificate lifetimes getting much shorter

New CA/Browser Forum rules: 200 days (March 2026), 100 days (March 2027), 47 days (2029). Manual renewal won't work - you need automation now.

You don't know all the domains your organization exposes

Teams are spinning up services and you discover them during security audits or when they break

Teams use different CAs that nobody knows about

Different teams using Let's Encrypt, ZeroSSL, cloud CAs - each with different renewal approaches

Auditors want certificate inventories you don't have

You're building spreadsheets from multiple sources for SOC 2, ISO 27001, or PCI compliance

You use an enterprise CA, paying per certificate with no real added value

Why pay $50-200 per certificate when Let's Encrypt is free and just as trusted?

You rely on wildcard certificates to keep things simple

One *.company.com certificate for everything - easier to manage but harder to track what's actually using it, when it needs renewal, and you're making it very simple for any attacker too 😉

GenAI tools make it easy to create services without security considerations

Copilot, Cursor, and other AI tools help developers build and deploy fast, but skip the security planning for exposing services

Teams manage certificates in different ways with no coordination

DevOps, Security, and Platform teams all use different tools and processes