Let’s face it — there’s a stereotype that men don’t like asking for directions, and interestingly, this applies to many CIOs too, regardless of gender. Today, I want to explore this stereotype and why it’s relevant to senior executives. As we dive into the top 10 reasons why CIOs might avoid asking for guidance, we’ll uncover valuable lessons that can help any leader navigate their organization more effectively.

Reason #10: They Think They Know Where They’re Going
If you believe you already know your destination, why would you ask for directions? The problem arises when you only have a vague idea of where you’re headed, which often leads to unnecessary detours and wasted time. For senior executives, having a clear vision and a solid plan to get there is crucial. If you’re unsure, don’t hesitate to seek help.
Reason #9: They’re Too Proud
This one is all about ego. Intellectually, we all know that no one has all the answers, so why let pride get in the way of asking for advice? Seeking guidance doesn’t mean giving up control — you can still choose to follow the advice or ignore it. Putting your ego aside to do what’s best for your organization is a sign of true leadership.
Reason #8: They’ve Been Conditioned Not to Ask
Stereotypes persist because they become self-fulfilling prophecies. Just as many men have been brought up to avoid asking for directions, senior executives might feel they should always have the answers. But the reality is, that times have changed, and so should our approach. It’s okay for leaders to ask for help — it shows strength, not weakness.
Reason #7: They Believe CIOs Have a Natural Sense of Direction
There’s a belief that men and CIOs have a built-in sense of direction, honed through years of experience. While it’s true that intuition plays a role in decision-making, the fast pace of today’s world means that gut feelings might not always be reliable. If your internal compass hasn’t adjusted to new challenges, it might be leading you astray.
Reason #6: It Takes Too Much Time to Ask for Directions
You’ve probably heard the saying, “There’s never enough time to do it right, but always enough time to do it over.” Skipping the step of asking for directions because you’re in a hurry can lead to costly mistakes. Prioritize knowing where you’re going — it’s worth the time.
Reason #5: They Can’t Find Someone to Provide an Answer
This issue often arises when your destination is too vaguely defined. If you’re aiming for something like “better efficiency” or “higher quality,” you might struggle to get useful advice. The key is to be specific about your goals, so you can seek targeted guidance and avoid confusion.
Reason #4: They Know They’ll Get Conflicting Directions
Even with a clear destination, there are often multiple ways to get there, leading to conflicting advice. The trick is to establish criteria for choosing the best path — whether it’s speed, safety, or cost-effectiveness. In IT, this might mean deciding whether to invest in new technology now or wait until it’s more widely adopted.
Reason #3: They Trust Themselves More Than a Stranger
Trusting yourself is natural, but it shouldn’t prevent you from seeking external advice. The real issue is whether you can differentiate between good and bad advice. If you trust your ability to discern, don’t hesitate to consult others who might have the information you need.
Reason #2: They Think, “If I Know Where I Am, Then I’m Not Lost”
This mindset is common among executives, especially those with a background in finance. They focus on detailed tracking of expenditures but might lose sight of the bigger picture. It’s important to recognize that knowing where you are financially doesn’t necessarily mean you’re on the right path. Sometimes, it’s better to ask for directions to ensure you’re heading toward the right goals.
Reason #1: They Think, “I Can’t Stop; We’re Making Such Good Time.”
This is perhaps the most illogical yet common reason. In IT, it’s akin to focusing on irrelevant metrics — like server uptime — while ignoring whether the system is actually meeting user needs. Make sure your measurements align with your business objectives, even if it means pausing to recalibrate.
Conclusion
While the stereotype about not asking for directions might seem trivial, it highlights an important point for CIOs and other leaders: sometimes, it’s okay — and necessary — to seek guidance. Reflect on these 10 reasons and see if any resonate with you. By being more open to asking for help, you might just find yourself and your organization reaching your goals more efficiently.