Picture this: It’s Monday morning in KL, and Josh is staring at his calendar over a cup of kopi-O, wondering how he went from writing code to orchestrating what feels like a complex symphony. Sound familiar?
If you’ve ever felt like management is less about having all the answers and more about asking better questions, you’re not alone. Josh discovered this the hard way after diving into Robert Siegel’s “The Systems Leader” – a book that basically turned his understanding of leadership upside down.
The Beautiful Mess of Real Leadership
Take last week’s team sync. On paper, it was about bug fixes and feature rollouts. Pretty standard stuff. But Josh found himself asking something that surprised even him: “How do we make this app not just work, but actually make someone’s day a little better?”
It’s a weird shift, right? Moving from “is it done?” to “does it matter?” But here’s what’s interesting – when you start thinking beyond the immediate task, your team starts seeing possibilities instead of just problems.
The Conversation That Changes Everything
Then came the moment every manager dreads. Amir, one of his best developers, was clearly struggling. The old Josh might have defaulted to the standard performance conversation – metrics, expectations, improvement plans. Instead, he did something radical: he listened.
Turns out, Amir wasn’t lazy or disengaged. He was drowning, trying to balance a demanding project with family responsibilities. The solution wasn’t discipline; it was flexibility and understanding. Sometimes the strongest thing you can do as a leader is admit that people are humans first, employees second.
Thinking in 3D
But here’s where it gets really interesting. Josh realized his job wasn’t just managing up or down – it was managing across, around, and through the entire ecosystem of his company. Tuesday’s marketing collaboration wasn’t just about aligning features with campaigns. It was about becoming a translator between different worlds within the same building.
And those global strategy calls? They forced him to think like a cultural anthropologist. What resonates in Malaysia might fall flat in London. Leadership today means holding multiple perspectives simultaneously without losing your mind.
The Plot Twist
Thursday brought the real test. A technical glitch threatened their launch timeline. Every instinct screamed “push harder, work faster, hit the deadline.” But Josh paused. He thought about the ripple effects – customer trust, team burnout, long-term reputation.
So he did something that would have terrified his younger self: he recommended delaying the launch. Not because they couldn’t pull it off, but because rushing would create more problems than it solved. Sometimes leadership means protecting your future self from your present panic.
The Product Mindset Shift
What struck me most about Josh’s evolution was how he started thinking like his own customer. He wasn’t just building features; he was solving problems for real people. He began seeking feedback not just from users, but from sales, customer service – anyone who had skin in the game.
It’s like he stopped asking “what are we building?” and started asking “who are we serving?”
The Intersection Life
By Friday, watching Josh reflect on his week, I realized something profound. Modern leadership isn’t about choosing between competing priorities – it’s about finding the sweet spot where they intersect. It’s jazz, not classical music. Improvisation within structure.
The question that keeps bouncing around my head is this: In a world where everything is connected to everything else, how do we lead without losing ourselves in the complexity?
Maybe the answer isn’t about finding balance. Maybe it’s about learning to dance with the imbalance, to find rhythm in the chaos.
Your Turn
So here’s what I’m curious about: Where do you find yourself operating at these intersections? When was the last time you paused in the middle of urgency to ask if you were solving the right problem? And how do you stay human while trying to think systematically?
Because honestly, if Josh’s week taught me anything, it’s that the best leaders aren’t the ones with all the answers – they’re the ones brave enough to keep asking better questions.