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How to Know If Your IT Project Is Going Off the Rails

November 7th, 2025 | 4 min. read

By Mark Sheldon Villanueva

Technology projects are notorious for running over budget, missing deadlines, or failing to deliver the promised results.

For executives, the challenge is that warning signs often appear long before failure becomes obvious, but by the time you recognize them, the damage is already done.  

The good news? By knowing what red flags to look for, you can step in early and protect your investment. 

“If I’m a client who has signed a SOW contract and I hear nothing from my partner for weeks, having to follow up myself just to ask when the project will begin, that’s the first clear red flag.

"A delayed or absent communication pattern almost always points to delayed start times, delayed deliverables, and ultimately a project that struggles to stay on track.” explains Eleanor Nel, VP of Projects at Intelligent Technical Solutions (ITS). That silence is often the first signal that your IT project may be heading in the wrong direction. 

In this article, we’ll help you watch out for the red flags that your IT project might not be going as planned. 

Why Failing Projects Cost More Than Money 

A stalled or poorly managed IT project does not just drain your budget; it slows down the entire business. When systems do not work as planned, daily operations take a hit. Employees waste time waiting on fixes, redoing tasks, or struggling with broken processes. Frustration builds, morale drops, and productivity falls. 

The impact goes beyond your internal team. Clients notice when projects drag on or deliverables miss the mark. Missed deadlines, poor communication, or half-finished tools can leave customers questioning your reliability.  

In some cases, this leads to client churn. Losing a client does not just mean lost revenue in the moment, it means losing months or even years of recurring income. 

There is also the hidden cost of delayed innovation. Every month a project is late, your business misses chances to launch new services, enter new markets, or gain a competitive edge.  

Competitors who move faster may capture opportunities before you do. 

When you combine direct costs, lost productivity, client churn, and missed opportunities, the true financial risk of a failing IT project becomes clear. It is not just about money spent, it is about money never earned. 

Red Flags Your IT Project Is Going Off the Rails 

Even the best-planned IT projects can run into trouble. The key is spotting the warning signs early, before they spiral into bigger problems. Here are the most common red flags that business leaders should watch for:

1. Lack of Communication

Silence is one of the most dangerous signals in any project. After a kick-off meeting, you should not be left wondering what is happening. Regular updates keep everyone on the same page and give executives confidence that work is moving forward. 

Healthy projects share updates weekly, whether by email, scheduled calls, or structured presentations. Unhealthy projects leave you guessing where things stand, which often creates frustration and mistrust.

2. Unclear Roles and Responsibilities

If no one knows who is accountable, progress stalls. Work slips through the cracks, tasks get duplicated, and deadlines are missed. A well-run project makes roles clear from the start. 

Tools like the RACI (Responsible, Accountable, Consulted, and Informed) matrix help teams define who is responsible for doing the work, who is accountable for results, who needs to be consulted, and who should simply be kept informed.

“Every successful project benefits from a clear RACI matrix. It keeps everyone in their swim lanes, eliminates confusion, and ensures accountability from the start,” Eleanor explains. Without this clarity, small missteps can quickly snowball into bigger failures.

3. Shifting Scope Without Approval

Scope creep is one of the most common reasons projects fail. When deliverables keep changing without proper documentation or approvals, the project team loses focus. This adds delays, increases costs, and reduces the chances of meeting business goals. 

To stay on track, changes to scope must go through a formal review and approval process. Without guardrails, even a small request can grow into major disruption.

4. Missing or Slipping Milestones

Delays are sometimes unavoidable, but consistent missed deadlines are a clear warning sign. They often point to poor planning, unrealistic timelines, or weak execution. Milestones are more than dates on a calendar, they are checkpoints to measure progress and confirm alignment with business goals.  

When those checkpoints are skipped or pushed back without explanation, it is time to ask hard questions about whether the project is still on course.

5. Misalignment with Business Goals

A project can meet technical milestones yet still fail if it does not support the larger goals of the business. If updates focus only on tasks completed or features delivered, but never link back to outcomes such as revenue, efficiency, or compliance, the project is losing executive support. 

Business leaders want to see how IT initiatives drive measurable value. Without that connection, even a successful deployment may be seen as wasted effort. 

What Good Communication Looks Like 

Clear, consistent communication sets expectations, builds confidence, and helps executives make informed decisions.

“I would expect at least a weekly cadence of communication, either a call, an e-mail update, or a formal presentation, depending on the project scale,” Eleanor shares. 

Doing that also prevents frustration from stakeholders who may otherwise feel ignored or uninformed. 

How a Reliable Managed Service Provider (MSP) Keeps IT Projects on Track 

Poor communication and unclear accountability can derail projects. To prevent that, a reliable MSP will focus their project management approach on: 

  • Kick-off clarity: Every project begins with a detailed review of scope, responsibilities, and communication cadence. 
  • Defined accountability: We establish ownership using governance tools like RACI so every task has a clear escalation path. 
  • Proactive communication: Weekly updates ensure stakeholders always know what’s happening and why. 
  • Business alignment: Every milestone is tied back to the client’s business goals, not just technical tasks. 

This approach ensures that projects don’t just finish, they deliver meaningful results. 

Need Help Managing Your IT Projects? 

IT projects don’t fail overnight. The signs are always there; you just need to know what to look for. If communication drops, responsibilities are unclear, or milestones start slipping, it’s time to step in before the project goes completely off the rails. 

 

Concerned about the health of your IT project? Talk to ITS today and learn how we can help you regain control, improve communication, and ensure your project delivers real business value. 

Mark Sheldon Villanueva

Mark Sheldon Villanueva has over a decade of experience creating engaging content for companies based in Asia, Australia and North America. He has produced all manner of creative content for small local businesses and large multinational corporations that span a wide variety of industries. Mark also used to work as a content team leader for an award-winning digital marketing agency based in Singapore.

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IT Support