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I’ve Led A Team Of 1 To Teams Of Over 5,000. These Are The Small But Highly Impactful Leadership Lessons I Learned Along The Way


If you search “great leadership qualities,” you’ll find no shortage of articles promising to supply the recipe to fame and fortune.

But a few generic character traits do not a great leader make. I’ve been around the block a few times, and I’ve seen plenty of leadership styles. By now I think I have a pretty good sense of what works—and what doesn’t.

After starting my career in the Marine Corps, I led a Marketing Technology Group at GE Industrial and then joined their first E-business team as their technical architect. After that, I led global IT Architecture at Johnson Controls. Then, I took a gig at Microsoft, where I collaborated frequently with many different teams, including the likes of Facebook and Yahoo. At Amazon, I helped create a global content creation group for advertising, and at Hulu, I worked to implement the company’s live TV technology. Finally, I ended up in the startup world. Today, I’m the CEO of Collide—a site dedicated to helping influencers, artists, and other entrepreneurs turn their fans into paying customers of their content and expertise.

These experiences put me in the orbit of some of the world’s most prominent leaders (including a few who weren’t the best examples), and showed me what it really takes to manage at the top.

Here’s what I’ve found all the best leaders have in common:

Show up the same person every day.

If I had to name the single most important trait that makes a great leader, it’s consistency.

If you’re consistently assertive, your team will get used to it and know what to expect. But if you’re mostly passive and bold only on occasion, they’re more likely to be on edge when you show up.

Consistency — whether positive or negative — provides the business, its employees, and shareholders with a known quantity.

More than anything, people respect and admire consistent leaders.

After all, every business is different and has different needs. A company that’s growing quickly might need a ruthless manager to cut the excess. Another might have a culture that requires an empathetic leader. And yet, another business might need an innovator to inspire the team.

Whatever the needs, an effective leader caters to and tackles them head-on. And when they can consistently embody the unique traits that make the company run, they inspire faith in shareholders and employees alike.

Ultimately, your team needs to know what to expect—and consistency is a must.

Know how to manage office politics.

By definition, leaders would not exist without their team.

But, like it or loathe it, office politics are a fact of any team. They arise when differences of personality and opinion become difficult to manage. Circumstances may change over time, but, chances are, office politics will never disappear entirely. This means you need to develop strategies to recognize and understand political behavior and build a strong and supportive network to reduce it.

You can help to make a workplace more positive by refusing to fuel negative politics. Avoid spreading rumors and choose carefully what you reveal. Remain professional at all times, and don’t take sides or get sucked into arguments.

Here are a few pointers to help you navigate office politics like a boss:

  • Analyze your office’s organization. Map the power and influence in your organization. Ask yourself: Who’s most respected? Who champions or mentors others? Who is the brains behind the business? Try to figure out how influence flows between the parties, and whether there are any interpersonal conflicts.
  • Build connections. Office politics are all about people, so strong interpersonal skills are a must. At Amazon, my team was well over 5,000 people, but I made it a priority to try to get to know every single one of them by face and name. It wasn’t always a perfect process, but I did my best. So when I’d walk into any one of my 51 facilities, I’d know the team’s strengths and weaknesses and could nudge them in the right direction.
  • Be empathetic. Rather than attacking the gossips and manipulators, get to know them better. Try to understand their goals, so that you can counter the impact of their negative politicking. Know that some people behave badly because they feel insecure, a form of self-sabotage, and ask yourself if you can help them feel more secure.  

When conflict arises, I sometimes wish my employees had thicker skins. But then I shift my focus to ensuring their skin is resilient enough that they can weather the bad politics. I do this in part by reminding everyone that there doesn’t have to be a winner and a loser. It’s possible to find a solution that satisfies everyone—and compromise helps propel both work relationships and products forward.

Office politics are a reality that we all have to face. And all too often, leaders don’t know the difference between healthy and unhealthy office politics—and they fuel the fire even more. But knowing the difference separates the great from the merely good leaders.

All good leaders know when and how to step in.

Don’t apologize for who you are.

To be a great company leader doesn’t mean you’re great in all aspects of your life.

If you look at some of the best leaders of the past 200 years, a lot of them were plagued by their  indiscretions—from scandals to affairs to general bad behaviors. And it’s compounded in this day and age, with smartphones and the 24-hour news cycle. Just look at all the media generated over Bezos’s love affair this year.

But the greatest leaders I’ve ever known are unapologetic on their views and behavior. Bezos, for example, took to to own his actions and accuse The National Enquirer—who leaked the story—of extortion and blackmail. The post went viral almost immediately.

As The Atlantic concluded, by getting on top of the story and giving the leak context: “He’s been the star of a news cycle far more positive than any for him or his company in recent memory.”

Bezos’s response shows that real leaders own who they are, and reap the rewards.

When you’re are secure in who you are, it reassures your team, the public, and shareholders alike because they know what to expect.

Own a room when you need to.

A real leader knows how to be the focal point for all eyes, ears, and brain power among a group of people when needed or expected.

Most people would be surprised to know this, but learning to own a room was hard for me, as I’m an extreme introvert. I grew up a swimmer, and my head was underwater most of the time.

Today, the confidence others see in me is partly due to my career as a Marine—but it’s also from years of working to overcome my shyness.

For example, when I was at GE, I went to a leadership class with 50 other executives. In one of the sessions, each participant was given a card with a topic to speak on, an emotion to evoke from the crowd, and just five minutes to prepare.

No pressure, right?

My topic was a personal experience to show you’ve overcome something, and the emotion was to get people to weep or cry. Since I’m not the most outgoing guy, this seemed a little more than daunting.

But I pushed my nerves aside and shared a deep and difficult personal story. By the end of my allotted five minutes, I had the whole room crying. Later that night, after reliving my story, I was a mess, but in the moment it was actually easy for me to talk about it. I was more focused on the task at hand—figuring out how to make others feel that sadness—than I was about my own feelings.

In other words, projecting emotion and confidence is a lesson that can be taught. Same with most aspects of strong leadership, like diplomacy, consistency, and interpersonal skills. And don’t forget that the best leaders give others plenty of space to shine, too.

If you can show up (and be consistent), carefully navigate the politics, own the room when the situation calls for it, and be the best version of yourself you can be—you’ll be able to lead thousands.

I am the Chief Technology Officer for Earl Enterprises, parent of Planet Hollywood International, as well as the CEO for Collide, a site dedicated to supporting influencers, artists, and other entrepreneurs get paid for doing what they love by turning fans into paying supporters, with exclusive content and premier access.

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