Why Management Style Matters: Lessons From the Leaders Who Shaped Me
This article explores the management styles that shaped a two-decade leadership journey — from telecom pioneers and Berkeley hackers to biker-gang bosses and war-hardened executives. Part personal history, part leadership playbook, it’s a sharp, honest look at how we inherit, remix, and refine our own leadership DNA.
Every consulting firm claims it: "We hire young talent so we can shape their style." Maybe that’s true. But here's mine. A style forged not in textbooks, but in tech startups, telecom cages, server floors, and boardrooms from Atlanta to Shanghai.
I’ve learned from brilliant minds, brutal bosses, visionaries, and war-torn micromanagers. Some showed me who I wanted to be. Some showed me exactly who I never would. All of them shaped my lens on leadership.
The Young Gun vs. The Telecom Pioneer
My first real job was at ground zero of the dot-com boom, working in a four-man shop building out data centers in downtown Atlanta. I was 15, with a license in tech before I had a driver’s license. My parents dropped me off at the subway.
There were two leaders: the grounded telecom veteran and the 19-year-old innovator who taught me Unix, Solaris, routing, and how to dream bigger. One brought vision. The other brought roots. Together, they taught me that the best teams push boundaries and keep their feet on the ground.
The Architect
He told it like it was. Drove fast cars, built faster systems, and wasn’t afraid to be the smartest guy in the room. Passionate, obsessive, occasionally impossible. But I learned this: when you're irreplaceable because of what you deliver, you earn the space to lead—whether or not anyone gave you permission.
The Strategist Who Made You Care
He didn’t talk about products. He talked about people. What does your client fear? What does your partner value? What keeps them up at night? This wasn't just sales training. This was empathy at scale. He taught me that caring is strategic. Understanding someone else's lens is your most underrated leadership asset.
The Biker Gang Manager, The One Who Cared, and The Streetwise Operator
Three managers, three styles. One had roots in a biker gang, the kind of guy who could negotiate a boardroom into submission. One cared deeply and led through calm and empathy. The last one ran operations like a street fight: clear stakes, fast calls, minimal drama.
Each taught me something critical: Stand your ground. Listen first. Move fast.
The Silicon Valley Idealist vs. The Burned-Out Veteran
He was the kind of manager who believed in you before you believed in yourself. Introduced me to cultures, food, and technology I’d never imagined. He gave me a shot at 20 to lead the tech-side of an M&A acquisition.
Then came the opposite: a war-flashbacking micro-manager surviving on Diet Coke and Napster downloads. He wasn’t nurturing talent; he was looking for problems to squash.
You remember the leaders who opened doors. You survive the ones who tried to close them.
The Berkeley BSD Free-Thinker
An old-school technologist with NeXTstep credentials and Berkeley roots. Overqualified. Under-political. Radically curious. He taught me the power of long-term roadmaps and the quiet strength of technical integrity.
The Believer vs. The Army General
One gave me a shot to lead in China, in a world where outsiders usually weren’t even invited in. He believed in what I could become.
His boss, a former Army leader, believed in structure, process, and KPIs. There were no assumptions. Just outcomes. Micro-managed, maybe. But her team delivered.
You need both. A believer to unlock potential. A general to get it done.
The European with Heart
Process over cost. Quality over shortcuts. Everything was engineered with elegance. But they also led with heart. Decisions were made with empathy, not just precision. Until something didn’t make sense—then it was pure logic, no fluff.
The Banker, The MBAs, and the Culture Builders
One CEO ran the company like a bad MBA class. PowerPoints, frameworks, walls covered in forms. We all knew the forms were hit lists.
Then there was the former banker who trusted you. Scrappy, smart, IPO-focused. He made you feel like you were building something with him.
And then the co-CEOs. One tech, one business. No suits, no ego. I wore jeans on Day 2 and never looked back. They taught me the value of culture, of lightness, of building a company that felt like you wanted to be there.
Final Thought
Your management style isn’t a persona you put on. It’s the sum of everyone who shaped you—the mentors, the legends, the train wrecks. You choose what to carry forward.
Every leader is a remix. The only question is: what are you amplifying?
CEO Prompt: Think about your management style. Who are you channeling—and is that a conscious choice or a default setting?