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The Leadership Stack

Join boards, investors, and executives decoding the invisible leadership patterns destroying organisational value before they cost millions. Real-world insight on why smart leaders become bottlenecks, why training never works, and where to intervene early.

You don't win gold in curling by being great at skiing

Hi Reader, Did you watch the curling at the Winter Olympics? GB's team came so close to gold. What makes curling compelling to watch is that it is a team sport. You cannot win it through individual excellence. The skip reads the ice, calls the shot, the sweepers respond in real time, adjust, communicate. Everyone has to represent the collective … not just their own stone. Assemble four elite speed skaters and ask them to curl together and you won't get a curling team. You'll get four...

He hadn't done the homework. He was mortified

Hi Reader, We'd agreed he'd do some work between sessions. He hadn't. And when we got on the call, he was genuinely disappointed in himself. Felt like he'd let me down, let himself down. I've had enough of these conversations to know what's usually underneath that. It's rarely laziness. He's working inside an organisation that's been in a slow death spiral for a few years. Restructure every six months. Add in a pay freeze and a hiring freeze. But all the expectations to meet higher targets...

where I am now

Hi Reader, I've recently updated my website to reflect the work I'm doing now with senior leaders and organisations. It brings together: · My current focus (expert-leaders who've become bottlenecks) · How I tend to work (retained advisory, not programmes) · The kinds of engagements I'm best suited for If you're watching a technical leader become a single point of failure, or you've got a star performer struggling with the transition to leading, this might be a useful reference point. Feel...

AI is dismantling your leadership pipeline

Hi Reader, Over a third of companies are planning to replace entry-level roles with AI. Only 22% are planning for what that means for succession. That gap matters. Right now, AI is being treated almost exclusively as an efficiency play….reduce headcount whilst increasing output. But entry-level roles have never been about just the grunt work. They have also been the training ground. Early in my career as a consultant, I learned by watching experienced people work. I expect you did too. I did...

What if you're not hiring badly…

Hi Reader, I was at a private equity networking breakfast in November and a Chair mentioned they'd replaced three CEOs in one portfolio company over four years. I asked: "What changed in the company between CEO number one and CEO number three?" Long pause. "Well... the business model got clearer." You might not be in private equity. But you'll have seen this pattern. A new leader comes in with a strong CV and high expectations. Six months later, same problems. A year later, they're gone. And...

That £15K offsite didn't work. Here's why.

Hi Reader, You spent £15,000 on a leadership team offsite. Two days with a professional facilitator. Team-building activities and a session on "What Google can teach us about high-performing teams." Everyone left inspired. A month later, the same patterns returned. Your leadership team who are smart people, still can't make decisions. They're performing like a newly formed boy band that can't agree on the first single. Away days promise transformation that they seldom deliver on. When you get...

Productivity jumps 40% when he's absent

Hi Reader, A director and her team achieved more in three days than they had in three weeks. Because their boss was out of the business. She shared with me that it wasn’t just an increase in the output, but the office vibe was upbeat and positive. Then he came back. And the late-night WhatsApp demands returned. His habit of swooping into negotiations, then vanishing. Creating urgency around his anxiety. She’d called me because this week, her best team member resigned without a job to go to...

would you rather share your phone or your ChatGPT history?

Hi Reader, If you had to choose, would you rather share the contents of your phone or your ChatGPT logs? Most people say their phone. Because increasingly, we're asking our deepest questions of AI. We want a judgment-free zone to do it. A few months ago, a new Corgi puppy moved into my house. In the bleary-eyed early weeks, I leaned on ChatGPT at all hours for questions like, "Why won't he sleep when he's tired?" or "When is it serious enough to take him to the vet?" (after a particularly bad...

Myers-Briggs is horoscopes for smart people

Hi Reader, Your team-building retreat astrologer has arrived "I'm sorry Sarah from Accounting, but Mercury is in retrograde AND you're an ISFP, so clearly you can't handle the quarterly reports this month." Myers-Briggs is horoscopes for people who think they're too smart for horoscopes. The research is clear. MBTI has about as much scientific validity as reading tea leaves. Stein & Swan demolished it beautifully: 🔹 It's based on Carl Jung's theories (which, spoiler alert, weren't exactly...

your job vs. your gift

Hi Reader, I have a weird question for you. If the world ended tomorrow and you found yourself at the gates of the last functioning community on earth... What would you tell them you bring to the table? Not your job title. Not your technical skills. Not your industry expertise. What essence of you would actually matter to a group of humans trying to rebuild? I've been asking this question to leaders for months. The answers always surprise them: "I'd help people remember their worth." "I'd...

Join boards, investors, and executives decoding the invisible leadership patterns destroying organisational value before they cost millions. Real-world insight on why smart leaders become bottlenecks, why training never works, and where to intervene early.