The wolf in the woods: What Little Red Riding Hood teaches us about due diligence
Risk Principles: Due Diligence; Vigilance Against Deception
Key Lessons: Trust must be earned. External threats (like competitors or phishing) can exploit naiveté. Always verify – don’t assume good intentions.

In the intricate world of risk management and governance, a single misstep – a moment of naive trust or a failure to verify – can lead to significant peril. While we focus on complex frameworks and data analytics, sometimes the most profound lessons are found in the simple cautionary tales of our youth. One such story, familiar to us all, is that of Little Red Riding Hood.
At Imergo, we believe that these classic fables are powerful tools for embedding risk literacy and fostering a culture of healthy scepticism and vigilance. The journey of a young girl through the woods, her innocent trust in a disguised wolf, and the subsequent threat to her grandmother serve as a timeless allegory for the risks of underestimating external threats and failing to exercise due diligence.
The Risk Lesson: Vigilance against deception and underestimating external threats
The wolf in Little Red Riding Hood is a master of disguise, taking advantage of a seemingly innocent situation to exploit naiveté and a lack of awareness. This story serves as a stark reminder for today’s business environment that external adversaries—be they competitors, fraudulent actors, or even phishing scams—will take advantage of inexperience, complacency, or a lack of vigilance.
For leaders and organisations, this translates into a powerful imperative for due diligence, vigilance, and a culture of verification:
- Thorough due diligence: The story underscores the need for thorough due diligence on new partners, suppliers, or even seemingly benign external factors. Just as Little Red Riding Hood should have questioned the wolf’s intentions, organisations must rigorously vet third parties and new markets to uncover hidden risks or deceptive practices before making commitments.
- Robust competitive intelligence: The wolf’s ability to disguise himself and deceive Little Red Riding Hood speaks to the need for robust competitive intelligence. By actively monitoring the market, understanding the tactics of rivals, and identifying potential threats, an organisation can avoid being caught off guard by a deceptive competitor who seeks to undermine its position.
- The modern “Wolf in Sheep’s Clothing”: In today’s digital age, the wolf’s disguise is more sophisticated than ever. The lesson applies directly to cybersecurity awareness and training that helps employees identify sophisticated phishing scams, social engineering attempts, or malware. Without training, a seemingly benign email or link can be the entryway for a deceptive external threat.
- Protecting your assets: The wolf’s ultimate goal was to exploit and consume, just as external adversaries seek to exploit an organisation’s weaknesses. The story highlights the critical importance of protecting intellectual property, customer data, and other sensitive information from those who seek to exploit it for their own gain.
Never assume good intentions; always verify and remain vigilant against those who would seek to undermine your position.
Beyond the Fairy Tale: Strategic Foresight in Action
The tale of Little Red Riding Hood serves as a powerful reminder that an organisation’s vulnerability often lies in its assumptions. It compels leaders to cultivate a culture of disciplined scepticism and proactive vigilance.
To embody the wisdom of this fable and build a truly resilient organisation, leaders must:
- Foster a “trust, but verify” culture: Encourage every team member, from the front lines to the C-suite, to question assumptions and verify information, especially when dealing with external parties or unexpected communications.
- Regularly scan the horizon: Treat competitive intelligence and threat awareness not as a one-off project but as a continuous, ingrained process. Understand the landscape of your industry and actively look for wolves in the metaphorical woods.
- Invest in continuous training: Make cybersecurity and due diligence training a regular, engaging part of employee development. Help your team recognise the modern disguises of deceptive actors.
- Strengthen your defences: Proactively audit and strengthen internal controls to protect your organisation’s most critical assets and information from external threats.
By internalising the lessons of Little Red Riding Hood, leaders can ensure their organisation’s journey is not one of naive trust, but of vigilant foresight, allowing them to confidently navigate the woods of modern business.
To find out more about how Imergo can help you manage risk, contact us here.