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December 15, 2025Sarah Chen

Why We Built CautionHQ

The story behind CautionHQ: a production outage caused by an expired SSL certificate that nobody was tracking.

Why We Built CautionHQ

Why We Built CautionHQ

It was 2:47 AM on a Friday night when our phones started buzzing. Our payment processing was down, and customers couldn't complete purchases. The culprit? An expired SSL certificate that nobody remembered to renew.

The $47,000 Mistake

That single expired certificate cost us dearly:

  • 6 hours of downtime
  • Emergency contractor fees
  • Lost revenue from failed transactions
  • Customer trust that took months to rebuild

The worst part? The certificate was listed in a spreadsheet somewhere. Someone had even set a calendar reminder. But spreadsheets get outdated, reminders get dismissed, and critical renewals slip through the cracks.

The Problem is Everywhere

After the incident, we talked to dozens of teams and discovered this wasn't unique to us. Every business has critical dependencies:

  • Domains that power their online presence
  • SSL certificates that secure their applications
  • Software licenses that keep their tools running
  • Contracts and subscriptions that enable their operations

Most teams track these in scattered spreadsheets, random calendar events, or worse—they don't track them at all.

A Better Way

That's why we built CautionHQ. We wanted a single source of truth for everything that keeps a business running, with proactive alerts that give teams time to act before things break.

Our approach is simple:

  1. One dashboard for all your critical dependencies
  2. Smart reminders at 30, 14, and 7 days before expiration
  3. Team collaboration so nothing falls through the cracks
  4. Risk scoring to prioritize what needs attention first

Join Us

We're on a mission to eliminate the 2:47 AM panic attacks. If you've ever lost sleep over an expiring certificate or a forgotten renewal, we built CautionHQ for you.

Get started today and never miss a critical renewal again.

S
Sarah Chen
Author