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The "Un-Planned" Project: What’s your biggest IT lesson learned?

  • March 18, 2026
  • 4 replies
  • 50 views

Dawn Wayland
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Hi everyone! 👋

We launched this group back in October, and while the feed has been quiet, I know this crew of 65 people 🤩 has been busy behind the scenes with complex rollouts and tight deadlines.

I’m stepping back in because I want this to be a place for "shop talk"—the kind of real-world experience that documentation usually leaves out. We’re at 65 members now, which is a solid starting node, but we’re definitely looking to scale! 🚀 Feel free to invite any colleagues who are also tired of "turning it off and back on again"—we need more brains in the server room! 😂

To get moving, I'd love to hear: Can you share a story about a time an IT project didn't go as planned, and what you learned? Whether it was a surprise hardware compatibility issue, a timeline shift, or a "lesson in communication"—your story could be exactly what someone else needs to hear today.

Cast your vote in the poll below to see where most "un-planned" projects go sideways, then drop a comment with your best (or worst!) story! 👇

What’s the most common "Project Killer" you see?

4 replies

  • Known Participant
  • March 18, 2026

Technological Debt can linger in old protocols and ways of working that were shaped when the technology was old.
Setting up new projects with new technology often requires trying to interface with old protocols that should have been dumped years ago.
 


Dawn Wayland
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  • Author
  • Community Manager
  • March 18, 2026

@WKK_Mike I love that framing. It really is a 'tax.' We often talk about building for the future, but we spend half our time negotiating with the past!

It’s a constant evolution trying to keep that bridge stable while moving forward. In your experience, is it usually a hardware limitation holding things back, or is it more about the 'ways of working' that got baked into the old protocols?


  • Known Participant
  • March 23, 2026

The most insidious version was a pair of servers that traded data between a production area and a reporting system.  The original machines were 1980s era devices. They used an RS232 protocol to talk to each other.   Over time, ONE of the units was replaced with a modern system.  An RS232 adaptor was installed so the NEW device could talk to the old one.    Then the other device was replaced.  And again an RS232 adaptor was installed..  The data was transmitted in a serial ascii format from one machine to another using a Simplex protocol that had Request to send, and Recv ACK signals embedded in it.

Eventually the RS485 wiring was removed.  BUT…. The old text based protocol remained.  The cost to rewrite the handshake between the systems could never be justified until the slowness of the system became an issue.  Finally, standard Database protocols with high speed data transfers were allowed.
But he legacy of the original machines lived on for decades past their removal.

I would venture to say that the WAY the data is collected and processed is still impacted by the original design.  There are several features of the original system that were carried forward into the office ways of working.   

Technology shapes how data is used just as much as office culture shapes Datacenter Designs.  Both can get stuck in the “Old Ways” and both can hold the other back.


Dawn Wayland
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  • Author
  • Community Manager
  • March 26, 2026

Wow, ​@WKK_Mike —the image of modern servers still 'talking' to each other via a simulated 1980s serial handshake is the ultimate IT ghost story. It’s incredible how a temporary workaround from decades ago can end up hardcoding the 'ways of working' for an entire office today.

It really highlights that technology doesn't just store data; it shapes the culture around it. I’m curious if anyone else in the community has uncovered a 'digital fossil' like Mike’s RS232 adapters? What’s the oldest or most 'frankensteined' piece of legacy logic you’ve found hiding under the hood of a modern project?