Category: Leadership

  • The Value of Safety

    The Value of Safety

    Leadership Moment: Is this really about safety? Every season, the NFL tweaks its rules. Two notable changes this season stand out: a modification to Thursday night games to let the NFL “flex” games into a Thursday in the midseason, and allowing fair catches on kickoffs, with the ball placed at the 25. What do these…

  • Having an Apology Budget

    Having an Apology Budget

    Are you a CISO in the midst of a job transition? If so, check out my just-published How to CISO: The First 91 Days guide for an in-depth look at the questions you ought to be asking and how to make and communicate your plans. Leadership Moment: An early wakeup I think it’s annoying when…

  • The Reign of Normal

    The Reign of Normal

    Leadership Moment: Dancing in the Rain I had the distinct experience this Saturday of taking four teenagers to see Taylor Swift at Gillette Stadium. If you’re a Swiftie, you probably already know it was a rain show. For everyone else, that probably evokes images of misery: driving in traffic in the rain, trudging from parking…

  • Peeking behind the mask

    Peeking behind the mask

    Leadership Moment: Putting on a Brave Face Last week, I was in a room with about a hundred folks from around the world, atop one of the taller buildings in Tel Aviv. At the time, Hamas was launching rockets out of Gaza, and we could see the Iron Dome interceptions from time to time. Most…

  • Trolley choices

    Trolley choices

    Leadership Moment: Two Bad Choices As you’ll see below, I’m in Tel Aviv right now. As the United flight was finishing up boarding in Newark, a flight attendant announced that they’d found a phone, and if it was someone’s on the plane, to claim it, or it would be left in Newark. A few minutes…

  • Walk in their shoes

    Walk in their shoes

    Leadership Moment: When adversaries pray together It’s probably no secret to many of you that I love the game of football. The Women’s Football Alliance recently started its 2023 season, with the defending champion Boston Renegades taking on the D.C. Divas this weekend. The game got very chippy at times, with a Divas player being…

  • Hop onboard!

    Hop onboard!

    Leadership Moment: Helping the newcomers In Matt Johansen’s Vulnerable U newsletter, he provides guidance for newcomers to and industry (in this case, security) on dealing with some of the biggest challenges they’ll face, which mostly organize around “you’re new here, and we use words in surprising ways”. Matt focuses on what a newcomer can do…

  • Kindle a light, not a bonfire

    Kindle a light, not a bonfire

    Leadership Moment: Spotting burnout A quick-read article on HBR covers burnout, when chronic stress creates a sort of perpetual exhaustion, and spotlights six categories of stress: workload, values, reward, control, fairness, and community. While I haven’t yet read the source book (The Burnout Challenge: Managing People’s Relationships with Their Jobs), I’d likely place “control” as…

  • Notice who you take for granted

    Notice who you take for granted

    Leadership Moments: Make-A-Hero David Ortiz – Big Papi to Bostonians – was recently honored by Make-a-Wish for his work in the community. By granting the wishes of children with critical illnesses, Big Papi has brought a little more light into the world; it’s a use of his position and celebrity that exemplifies sports leadership. It’s…

  • Plan for the future

    Plan for the future

    Leadership Moment: Founder’s Syndrome Founder’s Syndrome occurs when a company founder remains in control for too long. Their approach, which might have been fantastic a decade ago, may no longer be appropriate for the situation that they find themselves in. While they might ostensibly be seeking a successor, what they seem to be looking for…