When Leadership Feels Like Jazz: A Manager’s Real-World Dance

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.

From Burnout to Balance: One Woman’s Fight for Slow Productivity

Sarah was running on fumes. You know that feeling, right? When you’re juggling a million enterprise projects, deadlines breathing down your neck, and that never-ending stream of “urgent” requests hitting your inbox. The whole idea of “Slow Productivity” — doing fewer things, working at your natural pace, focusing on quality — sounded like some fantasy from a productivity guru who’d never worked in the real world.


She was doing everything, at breakneck speed, and honestly? Both the work quality and her sanity were taking a beating. The warning signs were all there: she was exhausted 24/7, had developed this cynical attitude that wasn’t like her at all, and felt completely useless despite working herself into the ground.


With a tiny team and way too much work, every single task felt like it was hers to handle. Every crisis became her personal emergency. “Do fewer things?” she’d laugh bitterly while staring at her project board from hell. “Yeah, right. Must be nice to live in that world.”
But here’s the thing — she was about to crash and burn.

The Wake-Up Call

Sarah hit her breaking point and knew something had to change. She couldn’t keep going like this. So she decided to stop just dreaming about “Slow Productivity” and actually fight for it, even in her crazy work environment.

First, she put herself first (finally): For two whole weeks, her evenings and weekends became off-limits. No work emails, no “just checking in real quick.” Sleep became priority number one, even if it meant the laundry piled up. She started taking a 15-minute walk every day — seems small, but it was her way of drawing a line in the sand.

Then she got professional backup: She booked a doctor’s appointment and was honest about how burnt out she was. Got a therapist referral too, which gave her a safe space to work through all the stress and learn some actual coping strategies.

The Great Project Purge

This was the scary part — going against everything her workplace stood for.


Finding what actually mattered: Sarah sat down with her manager and made a list of every single project and task on her plate. Then she asked the tough question: “What absolutely has to get done for the company to keep running this week? This month?” Turns out, one of her big projects wasn’t nearly as critical as everyone thought. Boom — shelved.

Getting smart about delegation: With her small team, she couldn’t just dump everything on other people. Instead, she focused on empowering them with specific tasks that matched their strengths. She created a simple guide for one of those recurring reports and handed it off to a junior team member. For new requests, she started saying things like, “I can get X done by Friday or Y done by Friday — which one do you need more?”

Protecting her time like a bodyguard: Her calendar became sacred. Mornings were for deep work on her most important project — no interruptions allowed. She batched all the operational stuff into two afternoon blocks. Everything else? “Can we talk about this during my office hours tomorrow?”

Finding Her Sustainable Pace


“Natural pace” didn’t mean slow in Sarah’s world — it meant she could actually keep going without collapsing.
Building in breathing room: She started padding her project estimates by 20%. Not because she was being lazy, but because stuff always goes wrong, and she wanted to do good work instead of constantly putting out fires.

Choosing her battles: For the projects that really mattered, she went all-in on quality. For everything else? Good enough was good enough. When you’re stretched thin, you’ve got to be strategic about where you put your perfectionist energy.
The Real Talk

Sarah’s story isn’t over. Her company is still understaffed, the demands are still crazy, and some days she still feels like she’s drowning. But by putting her well-being first, ruthlessly cutting the fluff from her workload, and being strategic about where she focuses her energy, she’s starting to get her life back.

She realized that “Slow Productivity” isn’t really about doing less — it’s about doing less better. And that leads to more real impact and a career you can actually sustain without losing your mind.

So here’s my question for you: What’s the biggest thing stopping you from saying no to more stuff so you can focus on what actually matters?