Skip to the main content.

3 min read

10 Reasons CEOs Fire Their IT Company (And What You Should Watch For)

10 Reasons CEOs Fire Their IT Company (And What You Should Watch For)
6:33

If your business depends on technology to operate — not just to send email — your IT partner is not a vendor.
They’re part of your risk strategy.

And when that partner fails, the consequences aren’t annoying. They’re expensive, disruptive, and sometimes public.

In our experience working with uptime-critical organizations across Idaho and Northern California, CEOs rarely switch IT providers over one bad ticket. They switch because the relationship stopped protecting the business.

Here are the 10 most common reasons we see executives replace their IT company

1. They Never Accept Responsibility

One of the clearest signs it’s time to move on:

  • Blame shifting
  • “Call the vendor yourself.”
  • “That’s outside scope.”
  • “You must have done something wrong.”

When systems fail, someone must own resolution. You should not be coordinating between software vendors, hardware vendors, and your IT provider during an outage. Ownership is the difference between support and partnership. This aligns directly with how we define our role: ownership, not just support.

2. You’ve Outgrown Them

Sometimes the issue isn’t incompetence. It’s capacity.

If your business has grown to:

  • Multiple sites
  • Remote operations
  • Vendor integrations
  • Contractual uptime commitments
  • Higher insurance scrutiny

Your IT provider may simply be out of depth. That’s not personal. But staying with a provider who cannot scale with your operational risk is expensive.

3. Things Take Too Long to Fix

Not every issue can be solved immediately. But repeated delays, silence, or recurring failures are red flags. Downtime costs:

  • Missed production
  • Idle crews
  • Delayed billing
  • Contract penalties
  • Reputation damage

If issues linger for days without visibility, the question becomes: "Where is the accountability?"

4. The Contract Is Limiting

“Sorry, we don’t cover that.”

If the issue affects your technology stack, that answer should raise concern. Operational environments are not one-size-fits-all. Your infrastructure may include:

  • Remote job sites
  • Legacy operational systems
  • Vendor access
  • Compliance requirements
  • Contractual uptime expectations

A rigid, ticket-driven contract structure signals a provider mindset — not ownership.

5. Security Isn’t Taken Seriously

This one should scare you. Some IT providers do not stay current on threat trends. They don't enforce MFA consistently or monitor logs meaningfully. And many don't design environments assuming audits or incidents will happen.

If your broker is asking uncomfortable questions at renewal time and your IT company says, “We think you’re fine,” that’s a problem.

Security today isn’t about perfection. It’s about defensibility. Your environment should hold up under:

  • Ransomware attempts
  • Insurance scrutiny
  • Regulatory review
  • Customer security questionnaires

If it won’t, leadership owns that risk.

6. Poor Communication

In distributed, multi-location environments, silence is risk. We consistently hear complaints from prospects like:

  • “We didn’t know maintenance was happening.”
  • “No one told us backups failed.”
  • “We had to chase them for updates.”

When your systems support production schedules, remote access, vendors, or contract obligations, delayed communication isn’t an inconvenience — it’s exposure. A true IT partner:

  • Acknowledges issues quickly
  • Keeps leadership informed
  • Does what they say they’ll do

Anything less erodes trust.

7. You’re Not Seeing Business Results

Technology should produce outcomes:

  • Reduced operational risk
  • Predictable uptime
  • Insurance defensibility
  • Infrastructure that supports growth

If you’re receiving tickets closed but no strategic clarity…
If there’s no roadmap tied to your operational goals…
If you can’t articulate what your IT spend is actually accomplishing…

You don’t have a partner. You have a helpdesk. Operationally-critical organizations need infrastructure designed around business continuity — not vague “IT plans.”

8. Too Much Tech Lingo, Not Enough Clarity

Complex environments require sophisticated infrastructure. But sophistication does not require confusion. If your IT provider hides behind jargon, avoids direct answers, or won't explain tradeoffs, you can't make an informed risk decision.

Leadership doesn’t need to know how to configure firewalls. But you do need to understand:

  • What risks are being accepted
  • What controls are enforced
  • What gaps remain

Straight talk about risk matters

9. There’s No Ongoing Learning or Security Awareness

If your IT company says, “Don’t worry about security, that’s our job,” that’s incomplete thinking. In distributed operational environments users are attack suraces. Remote access creates exposure and phishing bypasses technical controls.

You don’t need to become cybersecurity experts, but your organization does need:

  • Awareness
  • Documented processes
  • Clear expectations

Insurance carriers increasingly require evidence — not just claims.

10. They’re Always Pushing New Hardware

Sometime we hear: “They just keep recommending new equipment.”

New hardware is sometimes necessary. But replacing laptops won’t fix:

  • Poor infrastructure design
  • Weak access controls
  • Unmonitored backups
  • Lack of documentation
  • No compliance alignment

For most operationally-critical businesses, infrastructure design matters more than devices. Upgrades should follow a roadmap — not sales incentives.

The Bigger Question CEOs Should Be Asking

Not: “Are we happy with IT?”

But: “If we experienced a ransomware event tomorrow, would our environment hold up under insurance review?”

Your IT partner should be:

  • Designing infrastructure assuming incidents will happen
  • Building compliance into daily operations
  • Enforcing controls consistently
  • Providing clarity about risk and tradeoffs
  • Protecting uptime intentionally

Not reacting when something breaks.

If Any of This Feels Familiar...

Switching IT providers is uncomfortable. But staying with one that increases risk is worse.

At TotalCare IT, we design secure IT infrastructure for operationally-critical organizations where downtime and security failures are expensive and embarrassing.

We don’t promise zero risk.

We provide defensibility, accountability, and predictable operations.

If you’re questioning whether your current IT partner is truly protecting your business, let’s have a straight conversation.

📞 208-881-9713


Cyber Insurance for Small Businesses: What You Need to Know to Stay Protected

Cyber Insurance for Small Businesses: What You Need to Know to Stay Protected

For small businesses operating in today’s digital landscape, cyber threats are more than a buzzword—they’re a daily reality. From phishing scams and...

Read More
Most Businesses Don't Have This Executive Role But Should

Most Businesses Don't Have This Executive Role But Should

If your business falls under any data compliance regulations such as HIPAA, CMMC, PCI, SOC 2, etc., you may have been told you need a security...

Read More
What Idaho Manufacturers Need to do to Get Cyber Insurance

What Idaho Manufacturers Need to do to Get Cyber Insurance

Recently, it's become almost impossible for Manufacturers to purchase cyber insurance here in the US. At face value this seems odd; they rarely hold...

Read More