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SaaStrophe Series: The Joke That Got Too Real by Tom Winter @ seowind.ai

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🚀 Key Takeaways:

  • Why scaling for success requires stress testing beyond your expectations
  • The importance of cross-team communication when planning big launches
  • How contingency planning can turn potential disasters into smooth recoveries

Tune in for a behind-the-scenes look at a moment when growth tested our limits and how we learned to always stay a step ahead—because sometimes, success brings just as many challenges as failure.

Building a SaaS startup comes with plenty of challenges, but sometimes the biggest surprises come from the success you weren’t quite ready for. In this episode, I share a story about how a joke I used to make—“Marketing’s job is to push the system to its limits”—suddenly became reality.

After landing several massive deals, hundreds of users flooded our platform all at once. We thought we were ready. Spoiler alert: we weren’t. What followed was a tense, heart-stopping 15 minutes where the dev team fought to keep the system from crashing, and I scrambled to keep our new customers calm and happy.

The Joke That Got Too Real, a story by Tom Winter

Creating your first SaaS startup from scratch means running headfirst into a ton of first-time challenges. Here’s a story about one of those, ahem, fun little surprises.

As part of the sales and marketing team, I used to joke that my job was to bring in so many users that the product would strain under the pressure, while the dev team’s job was to keep it from crashing. Well, one day, that joke got a little too real.

I had just closed a few big deals with new customers—huge accounts, not your average users. These folks were about to push our system to its absolute limits, with hundreds of people all logging in at once. Just to be safe, I checked in with the dev team to make sure we could handle the load. “Yep, we’re good!” they said. So, feeling confident, I pressed ahead.

Then the day arrived. The usage spiked, and before long, I started hearing some… nervous murmurs around the office. It turned out that the load was way higher than we’d anticipated.

Let’s just say the dev team had a very intense 15 minutes figuring out how to keep the whole thing from falling apart. Meanwhile, I was in the hot seat, keeping our new customers calm and reassured while we scrambled behind the scenes.

Luckily, the team jumped on it fast, and we resolved the issue before it could spiral out of control. After that brief, heart-pounding moment, everything ran smoothly. It was a close call, but we pulled through, and it’s a lesson I’ll never forget.

No matter how confident you are, you always need contingency plans for the unexpected. After that, we made sure to run tougher stress tests before launching anything new and had better scaling solutions ready. It’s all about staying one step ahead and planning for surprises.

P.S. And yes, I still firmly believe that marketing’s job is to push the system to its limits and see just what it can really handle.