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Security Blog

  • CISO TALK: Navigating Boardroom Realities and Liability
    CISO TALK: Navigating Boardroom Realities and Liability

    I appeared with Mitch Ashley and JJ Minella on Techstrong TV to discuss the realities of a CISO’s journey into the boardroom, liability, and the SEC’s new disclosure rules.

  • 6 Steps to Landing a Job in Cybersecurity
    6 Steps to Landing a Job in Cybersecurity

    Looking to move into a cybersecurity career? Start with these six steps to evaluate and prepare yourself.

  • Why assessing third parties for security risk is still an unsolved problem
    Why assessing third parties for security risk is still an unsolved problem

    A recent ranking of the most cyber-secure companies reveals weaknesses in current third-party risk management practices. A Forbes article is making the rounds right now about America’s most cyber-secure companies, and I can already see the cybersecurity outrage machine up in arms. Full confession: I haven’t yet read the article, but I’m about to. I’m writing this…

  • Learning More from Accidents
    Learning More from Accidents

    When accidents happen, there’s a seductive call to look for a root cause – that is, a chain of events without which, the accident would not have happened.  In hindsight, root causes are apparently easy to identify; one works backwards from the accident, identifying causal threads until reaching the “root cause.”  It’s simple, and it’s generally wrong.…

  • Software liability reform is liable to push us off a cliff
    Software liability reform is liable to push us off a cliff

    Regulatory mandates for software security like those in the Biden Administration’s National Cybersecurity Strategy could cause more problems than they solve. Like “SBOMs will solve everything,” there is a regular cry to reform software liability, specifically in the case of products with insecurities and vulnerabilities. US Cybersecurity and Infrastructure Security Agency (CISA) Director Jen Easterly’s comments this…

  • What the Uber verdict means to CISOs: You’re (probably) not going to jail
    What the Uber verdict means to CISOs: You’re (probably) not going to jail

    CISOs and potential CISOs worried about criminal risk won’t go to jail if they follow four simple steps. There seem to be two reactions to the verdict in the Sullivan case. One reaction, often from CISOs already stressed by being outside the room where it happens, is to decide that being a CISO isn’t worth the risk…

  • TikTok resets the clock on security leadership
    TikTok resets the clock on security leadership

    Roland Cloutier is stepping down as global CSO to become a strategic advisor to TikTok’s CEO. The clock is ticking on the CSO succession plan. The best time to do succession planning was last year.   But the next best time is right now. The news this morning that Roland Cloutier is stepping away from the TikTok…

  • We don’t need another infosec hero
    We don’t need another infosec hero

    By setting yourself up as the defender, the solver of problems, you cast your business colleagues as hapless victims or, worse, threats. This is not a useful construct for engagement. There’s this belief among a lot of security professionals that we are special, in that we are the defenders of our companies.  We like to…

  • The cloud security emperor has no pants
    The cloud security emperor has no pants

    “Shared responsibility” usually means that no one is responsible for minding the gap. Don’t fall in. As anyone who has worked on a cross-functional team with no clear owner knows, “shared” or “joint” responsibility often means that everyone assumes that someone else is taking care of the problem. Without clear effort to make sure that…

  • The security user experience (SUX)
    The security user experience (SUX)

    Security processes that treat the very users we protect as unwanted burdens and alienate them in the process are a path to failure. The next time you receive a phishing email, forward it to wherever your organization tells you to report phishing attempts.  What response would you appreciate? Maybe a brief thank you or follow-up…


Leadership Newsletter

  • Let your grace shine through
    Let your grace shine through

    Leadership Moment: Letting Go A few weeks ago, Cloudflare let go a number of folks in its sales organization, and one of them (let’s call them AE) recorded the experience, and shared it online. It’s a long video, but to summarize: An HR representative, and a member of sales management (not AE’s manager or director,… Read this …

  • What Will You Write On Your Slate?
    What Will You Write On Your Slate?

    Leadership Moment: To Everything There is a Season It’s been an open secret in Foxborough this football season that it’s team captain Matthew Slater’s final year. In the pregame warmups before the Patriots’ final game, players and coaches came out wearing a tribute hoodie. And yet, when asked about how it felt at the start… Read this …

  • Charting a path out of the hole you’ve dug
    Charting a path out of the hole you’ve dug

    Leadership Moment: Rebuilding Burnt Bridges Carta, a stock/cap table management platform for startups, got itself into a bit of hot water recently. As a business that interacted with secondary customers (in this case, employees of the startups), it started engaging in a secondary market (selling shares of the startup to third parties), leveraging knowledge of… Read this …


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