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Is My IT Company Holding Me Back? How to Know When It’s Time for a Change

Is My IT Company Holding Me Back How to Know When It’s Time for a Change

Summary: Many business leaders wonder if their current IT company is quietly limiting growth, causing friction, or failing to keep up with business goals. Here’s how to spot the warning signs, what it’s costing you, and what to do next.


How Can an IT Company Hold a Business Back?

Most business owners don’t realize their IT company could be a bottleneck until the pain is obvious—lost productivity, security gaps, or stalled growth.

But the signs usually start small:

  • Frequent issues: Recurring downtime, slow responses, or constant “Band-Aid” fixes.
  • Growth struggles: IT can’t keep up with new hires, locations, or workflows.
  • Security concerns: Vague answers, missed updates, or failed phishing tests.
  • Tech recommendations feel random: No real roadmap, just reactive advice.
  • You’re always waiting: For a callback, a solution, or for your team to stop complaining about tech.

If any of these sound familiar, your IT company may be holding you back.


Why Does This Happen? (And Why It’s So Common)

  • Outgrowing your MSP: The provider that worked for 20 people can’t support 70.
  • Local providers are overwhelmed: Too many clients, not enough staff, little focus on strategy.
  • Lack of business alignment: Tech-first MSPs talk features, not outcomes.
  • Complacency: If your IT company doesn’t challenge you to improve, you’re losing ground.


What’s the Real Cost of an IT Company Holding You Back?

  • Wasted hours: Staff time spent waiting on support, redoing work, or fighting tech.
  • Hidden risk: Security incidents and compliance failures often come from neglect.
  • Missed opportunities: Outdated IT means slow rollouts, poor customer experience, and lost revenue.
  • Frustration and turnover: Your best people won’t stay if daily tech slows them down.

Bottom line: The wrong IT partner limits productivity, security, and growth—period.


What Should Business Leaders Expect from a Modern IT Company?

The right IT partner should help you:

  • Support your business plan, not just your tech.
  • Enable new hires, remote work, or new offices—without drama.
  • Proactively reduce risk with real security, not just checklists.
  • Measure results and report clearly, not just close tickets.
  • Free your team from IT headaches so you can focus on customers and growth.
Jason in North carolina

How to Tell If It’s Time to Move On

Ask yourself:

  • Are my IT headaches becoming normal?
  • Does my IT company understand my business, or just my computers?
  • Am I confident we’re secure and up to date?
  • If we doubled in size, would IT help or hurt?

If any answer makes you hesitate, your IT company could be holding you back.


What to Do Next

  • Get an outside perspective: Request an independent IT assessment focused on business outcomes, not just tech.
  • Talk to your team: Find out where tech is slowing them down.
  • Ask about the playbook: Modern IT companies have proven frameworks—do you know yours?
  • Consider your options: There are MSPs designed for growing businesses that want more than just “fix my email.”


Ready for a Change?

At Stringfellow Technology Group, our clients are leaders who refuse to let technology get in the way of growth. If you suspect your IT company is holding you back, let’s talk.

Request a Business-Focused IT Assessment


Frequently Asked Questions

How do I know if my IT company is holding me back?

Look for slow response times, repeated issues, security concerns, or a lack of proactive advice. If you don’t see a clear business plan for IT, it’s time to ask questions.

Is switching IT companies disruptive?

A modern provider should have a proven onboarding process that prevents workflow disruptions. Ask for references and see their process.

What should a good IT company do for my business?

Drive growth, reduce risk, support your goals, and provide a consistent, easy experience for your team.

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What You’ll Get From The Conversation:

  • Your Growth Readiness Score – A quick but powerful view of how well your current tech supports your business goals.
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  • Real Recommendations – We’ll share what we’d do, even if we don’t work together.
 

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Glenn Harris

Business Growth Advisor

Glenn Harris

With over 25 years of business technology experience, Glenn leads our efforts in delivering reliable IT to growing businesses looking to achieve success.

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