EPISODE 44: Embracing Failure in Cybersecurity by Learning Through Trial and Error

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Welcome to Compromising Positions!

The award-winning tech podcast that asks non-cybersecurity professionals what we in the industry can do to make their lives easier and help make our organisations more prepared to face ever-changing human-centric cyber threats! 

This episode we are joined by the brilliant Stefan Gaillard, the co-founder and current chair of the Journal of Trial & Error, a journal dedicated to highlighting the importance of trial and error in scientific practice and scholarship.

Trial and error is part of the scientific method but most of us are risk averse because we are so afraid of failure or we take great lengths to cover up anyone finding out that we have failed. There is so much shame around admitting to failure, especially in cybersecurity when, lets face it, most of us will experience the failure of our security controls eventually. But to hide from failure, not only from ourselves but also our peers, means missing out on important learning opportunities. We need to change this! If we don’t think about failure more, we are doomed to keep failing.

This episode we explore the importance of removing the stigma from failure, the benefits AND the dangers of tech’s ‘fail-fast’ mentality, what it’s like to live in the information overload age and finally, the importance of trial and error


Key Takeaways:

  • Removing the Stigma of Failure:  Learn why it’s crucial to view failure as a stepping stone rather than a setback. Stefan discusses how changing our perception of failure can lead to more innovative solutions.

  • Blame the System, Not the Individual: Discover the importance of considering human factors in cybersecurity incidents. Stefan explains why blaming individuals is often counterproductive and how systemic changes can prevent future errors.

  • The Information Overload Age: We’ve left the "Information Age" behind and entered the era of "Information Overload." With so much data and misinformation circulating, how do we stay focused and make informed decisions? Stefan shares his thoughts on how to navigate this landscape while avoiding cognitive overload.

  • Fail Fast, Innovate Faster: What are the pros and cons of a "fail-fast" mentality in tech? Stefan takes us through the benefits of quick iteration and the dangers of overpromising, using examples from AI winters and the current AI hype cycle. Understanding when to abandon a product or pivot can be the difference between success and stagnation.

  • Changing your mind is part of progress. Don’t fear shifting narratives when presented with new facts.


Links to everything we discussed in this episode can be found in the show notes and if you liked the show, please do leave us a review.

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We hope you enjoyed this episode - See you next time, keep secure, and don’t forget to ask yourself, ‘Am I the compromising position here?’ 

Keywords: cybersecurity, trial and error, testing, failure, experimentation


Show Notes

About Stefan Gaillard

Stefan Gaillard is the co-founder and current chair of the Journal of Trial & Error, a journal dedicated to highlighting the importance of trial and error in scientific practice and scholarship. For this work he was selected for the Forbes 30 Under 30 list of 2024. Besides chairing the journal, Gaillard is currently pursuing a PhD in ‘Philosophy and Science Studies’. His research focuses on overpromising – what is it, how can we recognize it and when does science fail to correct it? In addition, he is project coordinator at The New Utrecht School, an interdisciplinary platform for urgent discussions on the interaction between the health domain, the arts, and the sciences and humanities. The New Utrecht School and the Journal of Trial and Error are currently hosting a series of lunch lectures and publishing a special issue on ‘Scientific failure and uncertainty in the health domain’.

LINKS FOR Stefan Gaillard

Stefan’s LinkedIn

Stefan’s X Account

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EPISODE 45: Can Cybersecurity Teams Actually Do Scrum?

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EPISODE 43: Not Everybody Does It Like US…So Hire Anthropologists in Cybersecurity!