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🔥 Should I Fire My IT Guy?

7 questions. Brutally honest results. Find out if your IT support is actually protecting your business — or just collecting a paycheck.

1. When something breaks at your business, how long does it take your IT person to respond?

2. When did you last have a conversation about security, backups, or IT risk with your IT person?

3. If your IT person disappeared tomorrow, would you have access to all your passwords, systems, and vendor accounts?

4. What is your current backup situation?

5. Has your business experienced a ransomware attack, data breach, or major IT outage in the past year?

6. Are your employees' computers encrypted and kept up to date?

7. How do you genuinely feel when you think about your business's IT situation?

All Clear

Your IT Situation Looks Solid

Based on your answers, your IT support appears to be doing their job. You have visibility, responsiveness, and the basics covered. That said, no IT environment is perfect — keep asking questions and reviewing annually.

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Worth a Checkup

A Few Yellow Flags

You're not in crisis, but there are gaps worth addressing. Some areas of your IT coverage are unclear or untested. Now is a good time to have a direct conversation with your IT person about backups, documentation, and response times — before something breaks.

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Red Flags Present

Time for a Serious Conversation

Your answers reveal real gaps in your IT coverage. You're exposed to risk you may not fully see yet. Whether it's your current IT person underperforming or just a lack of process, this is worth addressing seriously — not next quarter, now.

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Danger Zone

Your IT Situation Needs Immediate Attention

Based on your answers, your business has significant IT exposure. The combination of poor responsiveness, lack of documentation, and unknown backup status puts you at real risk. It may be time to bring in a new provider, get a security audit, or at minimum have a very direct conversation about what's actually in place.

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