Showing posts with label IT projects. Show all posts
Showing posts with label IT projects. Show all posts

Thursday, September 04, 2025

After the Shipwreck: Rebuilding Failed Software Projects the Right Way

A colorful watercolor-style illustration showing cheerful engineers sitting safely in a lifeboat, with the sun shining overhead. In the background, a large ship labeled ‘SS Overpromise’ is sinking. To the side, consultants speed away in a flashy speedboat, money flying in the wind behind them.
Failed software projects are more common than most organisations admit — and software project failure often leads to the same patterns of rebuilding and recovery.

So, the ship sank. No surprise, really. The champagne launch, the motivational speeches, the “game-changing” software modules—all gone, now resting comfortably on the seabed alongside Titanic’s reputation and countless other “innovations.”

But here we are, floating in our life rafts. The water has calmed, the sun is out, and—believe it or not—we’re still alive. Damp, tired, and a little sunburned, yes, but alive. And here’s the best part: we still have our paddles, our wits, and our older, sturdier systems that didn’t go down with the SS Overpromise.

Regrouping after a failed software project

When the storm passed, something unexpected happened: silence. Gone are the shouting salespeople with their laminated buzzwords. Gone are the consultants who insisted that a “strategic synergy alignment roadmap” would keep the vessel afloat. They’ve drifted away on their branded floaties, perhaps already selling tickets for the launch of their next doomed cruise liner.

And in their absence, the people who actually know how the engine room works—us—are finally steering. It’s not glamorous. There are no drone flyovers, no ribbon-cutting ceremonies, no LinkedIn announcements about “disruption.” But we know the waters, we know what our passengers (customers) actually need, and we know how to build a boat that won’t spring a leak the minute someone leans on it.

We’ve salvaged what we can from the wreck: some planks of half-useful code, a lifebuoy of data, and a crate of “best practice” manuals that are mostly good for keeping a campfire going. The rest we leave to the fish.

Lessons learned from failed IT projects

The voyage wasn’t a total waste—it was expensive, chaotic, and occasionally terrifying, yes, but also educational. From the soggy wreckage, the following truths bobbed to the surface:

  • Listening to the engine room matters. When the warning lights flash red, it’s not “negativity,” it’s experience. Ignoring those signals is how you end up baling water with a PowerPoint deck.

  • Bigger isn’t always better. Sometimes a raft, built by steady hands, will get you further than a flashy yacht designed by a marketing department.

  • Survival builds resilience. Having endured the car crash of the SS Overpromise, we now know what not to do next time. That’s valuable—even if it was the most expensive lesson in history.

  • Innovation ≠ Reinvention. The wheel works. You don’t need to spend millions on a new “conceptual rolling solution” when you already have a perfectly round one.

Rebuilding software systems the right way

From here on, things will look different. We’ll stitch together the old sails with pieces of the new. We’ll take time to test our knots, to listen to the hum of the engines, to check that the hull actually holds water. We may not be invited to black-tie award dinners for “Best Use of Blue Sky Thinking 2025.” We may not trend on tech blogs for our “visionary ecosystem.” But what we will have is working systems. Solid, practical, reliable. And our customers—who don’t care about buzzwords—will quietly thank us for it. The truth is, glamour doesn’t keep ships afloat. Real work does. Careful planning does. Experience does.
In reality, this is what recovering from a failed software project often looks like.

How teams move forward after project failure

The sun is out now. We can see the horizon, and it’s ours to sail toward. Not on a gilded cruise liner designed for headlines, but on a sturdy vessel of our own making. Built by the engineers. Guided by people who know the sea.

The storm may have sunk the SS Overpromise, but it didn’t sink us. We’re still here, still rowing, and this time—we’re steering.

Disclaimer:

This story is entirely fictional and imaginary. Any resemblance to real ships, software projects, organisations, or individuals—living or sunken—is purely coincidental.

If deadlines in your project feel more like pressure than a plan, you’re not alone.

I spend a lot of time helping teams cut through unrealistic expectations and get back to something that actually works.

If things feel rushed or out of control, take a look at my TechFix service.

Wednesday, August 20, 2025

Surviving Failing Software Projects: Signs, Survival, and Sanity

A colorful, watercolor-style cartoon illustration of an office in chaos. People are running around in a panic, papers flying through the air, and desks scattered. The exaggerated, humorous scene conveys the feeling of a project spiraling out of control.
There are failing projects… and then there are “brace for impact, grab your life jacket — the captain thinks the iceberg is optional” projects.

Failing software projects often follow the same pattern — warning signs appear early, but are ignored until it’s too late.

You know the type.
Costs spiral. Deadlines multiply like rabbits. “Must-have features” get quietly pushed into a mythical “phase two” that never arrives. And yet, from the top deck, the message is always the same:

“Everything’s fine, full steam ahead!”

Meanwhile, you’re below deck, scooping out water with a teaspoon, wondering if your LinkedIn profile needs a refresh.

Warning Signs of a Failing Software Project

In reality, these are the warning signs most people see in failing software or IT projects.

How do you know the ship is sinking? Easy. Just look for these universal warning signs:

  • PowerPoints get shinier as the project gets shakier.

  • Leadership swaps out “working product” with phrases like “strategic alignment” and “future potential.”

  • The project plan is now 400 slides long, and still no one knows what you’re actually building.

  • Team morale is measured in how much sarcasm can be packed into the daily stand-up.

If you’ve ever thought, “Am I the only one who sees the flames pouring out of the engine room?” — congratulations, you’re on a doomed project.

How to Survive a Failing Project Day-to-Day

So what do you do when you’re strapped to the deck of a slow-motion car crash?

  1. Document Everything
    Not just emails. Etch it into stone tablets if you have to. You’ll want receipts when someone inevitably asks, “Why didn’t anyone warn us?”

  2. Perfect Your Poker Face
    Practice nodding sagely in meetings while internally screaming. Bonus points for jotting nonsense in your notebook — no one will question “synergy roadmap,” but it makes a great doodle.

  3. Redefine Your Goals
    Forget delivering the impossible. Instead, focus on achievable wins:

    • Did you stop yourself from flipping a table? ✅

    • Did you keep the junior developer from quitting today? ✅

    • Did you find a new meme for the team chat that perfectly sums up the chaos? ✅

  4. Humour = Lifeboat
    If you can’t fix it, mock it. A well-timed joke in the trenches is worth more than a motivational speech from the captain.

The Emotional Impact of Failing Projects

The hardest part isn’t the failure itself. It’s knowing it’s coming, waving your arms wildly, and watching the “powers that be” blissfully ignore every red flag.

It’s like being on the Hindenburg and whispering, “Is anyone else smelling smoke?”
while management beams and says, “Nonsense! This blimp is the future!”

How to Protect Yourself in a Failing Project

When projects implode, leadership will be “shocked,” consultants will cash their cheques, and someone will quietly bury the lessons learned. But you? You’ll still have your sanity if you protect it.

Remember:

  • You didn’t steer the ship.

  • You didn’t order “full speed ahead.”

  • And when it does go down in flames, at least you’ll have front-row seats to one of corporate life’s greatest comedies.

Because at the end of the day… sometimes the only motivation left is knowing you weren’t the one pressing the big red button.

And sometimes, the hardest part isn’t fixing the project — it’s dealing with the reality that it isn’t going to plan.

If you’re starting to see the warning signs of a failing project, it can be hard to know whether to push on or step back.

I help people make sense of messy situations and work out the most practical way forward.

If something feels like it’s heading in the wrong direction, take a look at my TechFix service.