It's one of the most common questions I hear from senior leaders, HR professionals, and founders navigating their next stage of growth: "Should I invest in coaching — or just send people to a training program?" It sounds like a simple either/or but of course in reality it's more complicated than that. And getting this decision wrong is expensive - not just financially, but in time, momentum, and trust. After 11 years at Google leading teams across sales, partnerships, Cloud,

I sat across from a founder last year. Series B, backed by a well-known fund, team of 60. From the outside, everything was working. Valuation up. Press coverage good. Investors pleased. He looked at me and said: "I have never felt more alone in my life." I have heard some version of that sentence more times than I can count. From founders. From VPs who were just promoted. From CEOs who are, on paper, at the peak of everything they worked for. The success arrives — and the iso

Most countries celebrate their national day on the date they declared independence, won a war, or became a republic. France has Bastille Day. The United States has the Fourth of July. Ireland does something different. St. Patrick's Day, held on March 17th, marks the feast day of Ireland's patron saint — the anniversary of his death in 461 AD. Not a revolution. Not a founding moment. A death. And the man being honoured wasn't even Irish. Born in Roman Britain in the late 4th c

I am currently reading   Hamnet by Maggie O'Farrell . You probably know the premise by now: it is the story of Shakespeare's son, who died at eleven, told entirely through the eyes of his mother Agnes. What strikes me every time I pick it up is the structural audacity of the thing. The most famous writer who ever lived appears in these pages as a peripheral figure. He is never once named. The novel insists, quietly and firmly, that the woman history forgot is the one worth kn

After 13.5 years in Ireland — and counting — I still smile every time I see a Dublin Bus display its gentle regret: "Sorry, Not in Service." Even the buses apologize here. It's such a quintessentially Irish moment that perfectly captures something deeper about this island nation's culture, one that every leader working in Ireland needs to understand. The Weight of History: How Emigration Shaped a Culture To understand Ireland's communication culture, we need to understand its

Most leaders think growth problems are strategy problems. They're not. They're communication problems that only become visible once the organization starts to scale. When teams are small, things "just work." People fill gaps. Context lives in conversations. Decisions happen quickly because everyone knows what everyone else knows. Then the company grows. More people. More layers. More complexity. And suddenly the same leadership style that worked before starts to fail. Not bec

Don't get me wrong. As a leader, you should be strict about your time. Ruthless, even. Your calendar is one of your most strategic assets, and protecting it matters. Boundaries matter. Saying no matters. And yet. Some of the worst leadership decisions I see are made by people who are constantly telling people they "don't have time." Not because they're lazy. Not because they're careless. But because they're operating from a place of deep psychological scarcity. The Time-Rich,

Three months after my Google career came to an end, someone asked me at a dinner event: "So, what do you do?" I hesitated before I started answering. It wasn't that I didn't have enough going on for me to be able to give a coherent answer. I was building my executive coaching business and working with a few exciting businesses as an advisor / consultant.   I hesitated because none of them felt fully-baked yet. It all seemed too hand-wavy.   For 11 years, the answer had been e

As the year winds down, I’ve deliberately slowed my pace to reflect. I’m writing this from the USA, far from my own home, and that distance has been surprisingly helpful. Being away has given me perspective — on what worked, what didn’t, and what I didn’t do this year that I want to be doing more of. 2025 was a strong year. Productive, expansive, and intellectually stimulating. The work grew in scope, the rooms got sharper, and the range of what I delivered widened meaningful

A few months ago, a client came to our second session. She'd always been composed, strategic, the kind of person who thinks three steps ahead. That day, she was exhausted. "I quit," she said flatly. "Sent the email this morning. No backup plan. Just done." She'd been at the company for six years. Senior role. Respected. Good at what she did. From the outside, everything looked fine. But when we unpacked it, nothing had been fine for months. She'd been drowning in admin work t

A few months ago, a founder I coach said something I hear almost every week: "I feel like I'm juggling twenty balls, and none of them can drop." She runs a fast-growing startup.   Her calendar is a wall of back-to-back meetings.   She's managing a team, closing deals, mentoring, hiring, fundraising, fixing ops issues. If this sounds familiar to you, you are not alone.   Whether you're a founder, an executive, or a people manager, the reality is the same: You're constantly pul

There's a Buddhist parable I come back to when I'm coaching leaders who shy away from visibility. A group sits in a room. It starts to rain. A leak appears in the ceiling. Water drips — quiet at first, then relentless. Everyone shifts their chairs. Someone grabs a bucket. The conversation continues, but now everyone's distracted, uncomfortable, trying to work around the problem. One of them is a plumber. She sees the problem immediately. She knows exactly how to fix it. She's

Ten years ago I was on the terrace at Google’s San Francisco office telling a friend, “I’m not starting a company.” She felt the same. We were happy at work, growing fast, earning well —and quite frankly would have no idea how to make that leap. Fast-forward to now: We both run our own businesses — and we’re happy we jumped. We wouldn't have it any other way.   I coach a lot of professionals at that same edge. One of them — let’s call her Amy — who inspired this article, was

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