Episode 64

full
Published on:

5th Feb 2025

The Cost of Being a CISO Part 2: Ethics, Leadership and Strategic Impact

Welcome back to Razorwire!

I'm your host, Jim, and in this second part of our CISO Dilemmas series, we welcome back security experts Oliver Rochford and Richard Cassidy. Moving beyond the challenges covered in part one, this episode explores the rewarding aspects of the role while taking a frank look at the ethical issues security leaders regularly face. The guests share personal experiences and practical actions for transitioning from technical expertise to strategic leadership, building effective teams and managing relationships across the business. 

As regulations tighten and cyber threats evolve, we talk about how the CISO position has grown far beyond its IT roots to become a complex executive role requiring business knowledge, political savvy and strong moral judgement. 

This conversation offers a valuable perspective on where the role is heading and what it takes to succeed. Stay til the end for our predictions about how the CISO position will transform over the next five years as organisations grapple with AI, automation and increasing regulatory scrutiny.

We’re talking about:

The CISO Role Beyond Technology

Learn how modern security leaders are shifting from pure technical expertise to become strategic business enablers. Richard and Oliver share some great insights about balancing technical knowledge with leadership skills, and explain why successful CISOs need to master communication, relationship-building and business strategy alongside their security expertise.

Navigating Ethical Challenges

Get an insider's perspective on the ethical decisions that CISOs face, from breach disclosures to managing surveillance requests. Using some real world examples from Oliver and Richard, we talk about how security leaders can maintain their integrity while balancing business interests, regulatory requirements and moral obligations.

Building Future-Ready Security Teams

Discover practical approaches to developing high performing security teams in an era of rapid change. The conversation offers actionable guidance on mentoring new talent, improving resilience and creating a positive security culture - essential knowledge for both current leaders and those aspiring to senior 


This episode is packed with practical advice and forward-looking perspectives that every cybersecurity professional can benefit from. 


"CISOs often face ethical dilemmas... 52% of CISOs reported that they've faced situations where they felt pressured to compromise ethical standards for business interests. In cybersecurity, the hardest decisions aren't technical - they're ethical." 

Richard Cassidy



Listen to this episode on your favourite podcasting platform: https://razorwire.captivate.fm/listen


In this episode, we covered the following topics:

  • Role Definition of the CISO: Learn how to navigate different stakeholder expectations and position yourself effectively as a CISO.
  • Transformational Changes: Gain insights on transitioning from technical expert to strategic business leader.
  • Key Skills for CISOs: Master the essential skills that make modern CISOs successful—from boardroom communication to risk management.
  • Ethical Dilemmas: Handle ethical challenges confidently with real-world strategies from experienced security leaders.
  • Regulatory and Legal Knowledge: Build your knowledge of global security regulations and protect yourself from personal liability.
  • Leadership Impact: Develop leadership techniques that inspire and retain top security talent.
  • Collaboration and Communication: Improve your influence across the organisation through proven communication approaches.
  • Future of CISO Role: Prepare for the future of security leadership and upcoming industry changes.
  • Incident Response and Crisis Management: Build effective incident response capabilities and crisis management skills.
  • Positive Aspects of Being a CISO: Discover what makes the CISO role uniquely rewarding and how to find personal satisfaction in security leadership.



Connect with your host James Rees


Hello, I am James Rees, the host of the Razorwire podcast. This podcast brings you insights from leading cybersecurity professionals who dedicate their careers to making a hacker’s life that much more difficult.


Our guests bring you experience and expertise from a range of disciplines and from different career stages. We give you various viewpoints for improving your cybersecurity—from seasoned professionals with years of experience, triumphs and lessons learnt under their belt, to those in relatively early stages of their careers offering fresh eyes and new insights.

With new episodes every other Wednesday, Razorwire is a podcast for cyber security enthusiasts and professionals providing insights, news and fresh ideas on protecting your organisation from hackers.

For more information about us or if you have any questions you would like us to discuss email podcast@razorthorn.com.

If you need consultation, visit www.razorthorn.com, We give our clients a personalised, integrated approach to information security, driven by our belief in quality and discretion.


Linkedin: Razorthorn Security

Youtube: Razorthorn Security

Twitter:   @RazorThornLTD

Website: www.razorthorn.com


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This podcast uses the following third-party services for analysis:

OP3 - https://op3.dev/privacy
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About the Podcast

Razorwire Cyber Security
The Podcast For Cyber Security Professionals
Welcome to the Razorwire podcast where we share information, best practices and up to date news in cyber security and infosec.

Our mission is to help you become a better cyber security professional and support our vision of creating an agile community of cyber professionals who are stronger than ever before.

This show is first and foremost about sharing knowledge and benefiting from collaboration. We bring you the advice and wisdom of both your host, James Rees, and his guests to build on the strength and depth of your own knowledge and experience.

Your host James Rees is an information security veteran with over 25 years of industry experience and is the founder of Razorthorn Security, delivering expert security consultancy and testing services on a day to day basis to some of the largest and most influential organisations in the world, including many in the Fortune 500.

The Razorwire podcast is for cyber security professionals looking for new ideas and the drive to improve their response to cyber security events. Through collaboration, we can strengthen our defences.

For more information about us or if you have any questions you would like us to discuss on the podcast email podcast@razorthorn.com or head to www.razorthorn.com