A Leadership Toolkit

Leading people takes a lot of energy. Once you move from being an individual contributor to a manager, everything feels and functions differently. To combat this, I created a leadership toolkit for myself.

It reads like a letter to myself, a reminder that when things get chaotic and I’m overwhelmed, I always have choices. I’ve amassed expertise I can draw on. Even making mistakes will help me hone my craft. I aim to keep it updated as my career evolves and I grow in different ways. I bet I’ll read it more often than revise it, as that’s its biggest purpose.

I’m sharing not because I think this exact set of principles will help anyone. More that maybe in reading this, you’ll be inspired to explore and build your own toolkit. If you’re on the right path to creating a system that works for you, you’ll see it’s not about becoming or being a leader, but instead, reminding yourself of who you are already.

Special thanks to Akshay Kapur, whose coaching and collaboration helped me craft this over the last year-plus working together. If you’re looking for a leadership coach, please reach out to him.

Leadership statement

I bring empathy and persistence to my work as a leader, focusing on seeing clearly and helping others do the same.

I aim to foster perspective, movement, empowerment and transparency with the people I work with every day. I see my job as selling ideas. I plant the seeds of the ideas so that individuals and teams can come up with better ideas. To carry the metaphor further:

“Be a forester. Plant the trees; remove what can’t flourish. You tend to the forest because you know that diversity and strong bonds between elements creates the strongest ecosystem.”


I use a few mindsets in my work:

Journalist: I’m a storyteller through and through. Ever curious, always asking questions. Think of the popular journalism axiom: “comfort the afflicted and afflict the comforted.” Writing helps me often get to better clarity.

Runner: I know races aren’t won the same way every time. I constantly look to apply the right training and approach to what’s ahead. I’m not afraid of a tough run or a run on a new trail. That helps me grow stronger.

Co-Leader: I lead, but with people and through people. I’m excited when people engage with me on a challenge. Where some may see opinions and noise, I see opportunity for alignment and clarity.

Maker: I create for a living and out of necessity. I have to because it’s how I’m built. Making gives me the most energy.


These methods serve as reminders to how I like to work:

Imperfect: My craft requires creativity, and there’s no “right” way to find it. But you won’t find it if you’re trying too hard.

Gentle nudges: I prefer to nudge people toward a path. But I know when I need to apply more force too.

Put it down: When I get stressed because something takes hold, I remember I have a choice. I can put it down.

Practice silence: My job requires a lot of inputs. Silence can be one that helps me know which inputs matter most at any given moment. It helps me make my own inputs too.

Think in buckets: Who needs to help me right now? Journalist, Co-Leader, Runner or Maker? What needs attention? People, Process, Projects or Me?

What’s the story? What’s the narrative here? I’m always searching for the story because if I know the story, I’m closer to clarity.


I can practice these skills when I’m unclear:

Do nothing time: Take 30 minutes to do nothing. Let your mind wander without an agenda.
I wonder: Ask yourself, “I wonder if…”, “I wonder why…”, “I wonder how…”

Write it out (journal): The faster you do it, the more valuable it usually becomes later.

Draw it out (whiteboard): You are a designer after all.

Talk it out (inner circle): Play the journalist and co-leader.

Know/Don’t Know exercises: This is the research that will always drive the story.

Leadership as a craft

Approach your work as though it’s a trade. Here’s a process to practice that:

  • Listening: Ask at least two questions that make others pause & think
  • Balance: Block your calendar between 6pm-6:30pm daily
  • Writing: Type for 5-10 minutes without an agenda


Feeling overwhelmed?

  • Find time to workout. Kettlebells to the rescue.
  • Schedule “do nothing” time. Aim for at least three times a week.
  • Write. Just put words on a page somewhere.

Time and Decisions

Seth Godin has written a lot of classic posts, but this one is my favorite. He talks about how time and decisions become interlinked. He says:

That’s our work.
We don’t make stuff as much as we make decisions.

Seth Godin

As a leader, I do this every day. I used to produce code, but now I produce decisions. If it’s a good day, I make clarity. That clarity often comes if I put the right amount of time into the needed problem. If I don’t, I start to lose momentum and the clarity becomes more elusive.

Important Things to Say to Your Team

Leading a team means you’re context switching all the time.

One minute, you’re doing some planning for a project. Next, you’re chatting about someone’s career goals. Later, you might be scanning your roadmap, thinking over what needs to be tweaked. With all that swirling around each day, it’s difficult to keep the important messages in mind for your team.

Think of how your team feels. They do the work, and probably have more on their plate than you. How do they remember what’s important? I’m not talking about your company or team goals, but the messages that will motivate them and make them think deeper about things like company goals. My leadership coach, Akshay, calls these “campaigns.”

To make this easier, I wrote a list.

  1. We should be building the fire suppression system, not the putting out all the fires.
  2. How does it look on mobile?
  3. What problem are we solving here?
  4. We’re not just about themes anymore.
  5. Make the future.

I look at this list at least once a week, trying to work it into conversations and communications with my team when it fits. The list evolves over time, but the themes within stay similar. They range from the everyday details that translate the craft to broad messages that grant perspective.

How are you communicating with your team? And are you saying the important things?

Be the Leader You Wish You Had

Clark Scheffy wrote an insightful post about how he evolved into a better leader. My favorite quote:

This is about what I learned the hard way: That great creative leadership is about letting go of that nagging mental image you have of what you are supposed to do. It’s about believing in others, and focusing on fanning the flames of creative, weird, exothermic people, rather than on fixing problems.

I like the message on perspective. It’s all about your perspective.

Hat tip: Megs Fulton.

Work on the Right Thing

We always think we can do more than we can. Myself included. That hasn’t changed since taking on a leadership role.

Multiple bosses have told me that I “take on too much.” Recently, several members of my team said the same thing to me. Why do I do it? Lots of reasons. Like my team might already have a big to-do list so I don’t want to burden them. Or I want to contribute, and feel like I’ve knocked something off the list. I might even think I can do it quicker than anyone else.

No matter the intentions, many times those reasons end up being selfish. Especially if I fail to help my project, team or company.

Daily habits and routines build up from triggers – the thing that starts a habit forming. I’ve found two triggers that have started helping me make sure I’m working on the right thing:

  1. If I have the urge to add a task to my to-do list, I ask, “Will this help my team or a specific project?” If they answer isn’t “The team,” I try to delegate the task.
  2. When I start a task, I try to ask myself the same question. That way, I have a filtered process, meaning it’s harder for the wrong tasks to make it through to my day.

I’m not perfect, but using these triggers has meant delegating more and working on the right things for me. If I hesitate, I try to think of the advice my colleague, Brie shared – “Delegate until you’re uncomfortable. If that doesn’t work, I  can usually hear my team’s voices, “Delegate, DK!”