Robert Wood

Robert Wood

A former red teamer turned CISO. My career has been anchored in environments where application security and cloud security have been dominant issues.

Robert Wood
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So You Want to Get Promoted in Cyber?

There are a lot of ambitious people working across cybersecurity. With all that ambition comes a drive for career growth and a big question for many: How do I climb the ladder? Whether you're eyeing a promotion or seeking a more significant challenge, understanding the nuances of career

Robert Wood
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Bridging the Gap: A CISO's Guide to Supporting Sales and Marketing with Cybersecurity

Leading a cybersecurity organization is hard. You're not just responsible for security matters, despite what you were told in your interviews. You're expected to help enable the business, support sales and marketing efforts, be a good public representative, be a key component of any digital transformation

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Five hard truths about soft skills in cybersecurity

We train. We research. We pontificate. We read. We do so much to cultivate the technical skills that go into cybersecurity. You see it at every level, penetration testers sharing tools and WAF bypass tips. CISOs share experiences implementing certain strategic initiatives or tools they've found work well.

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Goal setting vs. metrics: a guide for CISOs and security leaders

If you've read anything about goal setting over the last few years, you've undoubtedly heard about OKRs. This acronym stands for objectives and key results. A lot has been written about OKRs, how to set them up, how to measure them, and so on. In this

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The top 10 lies we tell ourselves as security teams

Try as we might, security teams are often subject to the same sort of echo chamber groupthink dynamics that any other function might experience. There are subtle messages or biases that can creep into our collective consciousness and cause significant harm. This article will break down what I see as

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Top 3 things that cybersecurity leaders can do to support team mental health

Last week's article focused on how individuals working in cybersecurity can better care for their mental health. The silent adversary in cybersecurity. This week, we will build on this and talk about things leaders can do to create and cultivate a team culture that supports mental health. This

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5 Ways to Lead in Cybersecurity Without a Title

How do you step into a leadership role without a leadership or manager title? Should you be leading without the title? Should you be getting recognition with a title or other compensation if you're leading but don't yet have the title? All these questions and more

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Nobody wants to read your s%!t

I'm hijacking the title of a fun little book I read recently by the same title. The point of this post (and the book) is that people have a lot going on. They probably don't want to seek out your writing or your work and read

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Skip the Exit Interview

And why you should show an interest in your team members before they make the decision to leave.

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Leaning Into Uncertainty

Working in cybersecurity we're always working towards creating a safer digital environment, and it’s easy to get caught up in the mission of prevention. While we strive to deflect threats and vulnerabilities, the focus can often shift towards completely avoiding risk. But what if I told you

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Effective Over Efficient

Peter Drucker once said, "Efficiency is doing the thing right; effectiveness is doing the right thing."

Robert Wood
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Where Soft Skills Meet Generative AI

The rise of generative AI tools has ushered in a new era in modern businesses, bringing with it untapped potential as well as unprecedented challenges. This technology has exploded onto the scene, and there are no signs that it will be slowing down anytime soon. Some organizations have decided that