Moving from individual contributor to team lead: how do I measure success?

Moving into a new role is a time of both excitement and terror. Omg, so much is new 😀!

Omg, so much is new 😫.

One element I found challenging when moving into a lead role is that success is measured differently from how it was measured when I was an individual contributor. As an individual contributor in customer support, my success was measured largely in terms of customer satisfaction or the number of interactions I had with customers: how many emails was I able to answer and resolve? How many live chats did I handle, and how many can I handle simultaneously? How happy were the customers I helped? At the end of each day, it was very clear how I had performed on those fronts.

When I became a lead, though, I wondered, now what are my metrics for success? Much of my work happens in invisible conversations with team members. How do I know if I’m doing a good job at the end of each day? At the end of the week? In my annual review? What do I measure, and how do I know if I’m succeeding?

If you have those questions as well, the answers to them will depend largely on how your organization is already set up. For example, if your company has clear expectations for your role, or has an official job description for the role, those will be key in defining the results expected of you. The expectations and job description will provide direction for what success looks like.

However, if your company does not provide clearly defined expectations, or if it does but they’re not granular enough to help define what a successful day or week looks like, it’s up to us (or our manager, if we have one) to outline our own expectations that we can review at the end of the quarter and say, “Did I succeed? Am I meeting expectations?”

I am motivated by goals and checklists, so I knew I would need to incorporate both to help me measure my own success. From there, I followed this progression:

  1. Ask: what impact do I want to make? What results do I want to see from my team?
  2. What are milestones on the path to those results? What action can I take to achieve them?
  3. Create goals for the milestones and set timeframes to achieve them.
  4. Log my time each day and where I spend it. Each week, compare my time expenditures to my goals progress: am I prioritizing the right work to achieve the results I want to achieve?
  5. At the end of the time period, evaluate my performance. Did I meet my goals — did I succeed? If not, why not? Were the goals unreasonable, or were they reasonable but there are areas I can improve in order to achieve them?
  6. Iterate in the next quarter.

My journey

The impact I want to make

The first step in becoming a lead and figuring out how to measure my own performance was to define what I thought success looked like. What results did I want to see?

After reading a lot about leadership, and after studying our new lead expectations within our support division, I decided that I would feel successful in my role if the team was performing its expected function while also feeling productive, engaged, empowered, psychologically safe, and supported. Those are the results I wanted to see for my teammates.

Milestones on that path

Engagement, empowerment, feeling productive and supported — these are not small results, and the first step in defining success was to accept that I wouldn’t achieve them all immediately. Psychological safety, for example, requires trust, and trust requires time and demonstration of trustworthiness.

Each quarter, I think about what’s next in our journey to these results, then break everything down into smaller pieces can allocate to specific time frames. After breaking the journey into milestones, I ask, “What’s my first step to get to this milestone? What action do I need to take?”

Defining goals to achieve the results I want to see

Once I have the milestones and first steps, I’m ready to define goals. I loosely use the OKR (Objectives and Key Results) format, meaning I set an objective, then define some key results that, when achieved, will contribute to the objective being achieved. So for example, when I was a new lead, one of my objectives for the quarter was, “Level up the team,”  with the following key results:

  • Complete in-depth ticket and chat reviews for each team member (reviews will help team members learn and improve, and therefore level up)
  • Know the career aspirations for each team member (this helps me look for strengths and opportunities, provide feedback in the context of the team members’ aspirations, and look for opportunities where that team member can grow and shine)
  • Empower the team to become self-leading in 6 areas (I believe that a team will feel productive, engaged, psychologically safe, and supported when the team is empowered to lead itself)

Tracking time and progress

Knowing where your time goes is a key element to measuring success in any role, as is looking at outcomes. Time spent in meetings and 1:1s isn’t productive if there are no results from those meetings and 1:1s. So measuring success, especially in a role that doesn’t have obvious metrics, will likely include some level of tracking both time and outcome.

I use a time tracker to help me understand where I spend my time, but many of my colleagues simply use pen and paper to log their work each day: “Unexpected ping from Danielle about staffing an event,” “Chatted with John about weekend expectations.”

I use Trello to track my goals. I love being able to incorporate checklists and to move cards to the in-progress and done columns for a quick visual of how I’m doing.

goal tracking trello
Personal goal tracking to help me evaluate my performance as a lead

How do I put time tracking and goal tracking together? On a weekly basis, I usually have tasks for each result I want to see. So maybe this week one task is to review 3 team members’ interactions. At the end of the week, if I’ve only reviewed one team member, I need to ask myself why. Where did my time go? What did I prioritize over this task and was it the right thing to prioritize?

Longer range, of I’m mid quarter and I’ve got most of my key results in the In Progress column, with maybe something in the Done column and something in the TODO column, I’m probably on track. If we’re mid-quarter and everything is still in the TODO column, it’s time to check my time tracking and see where I’m spending my time, because I’m clearly not prioritizing correctly.

Self-Evaluating at the end of the goal period

At the end of my time period, which is a quarter, I check my Trello board to see how I did on my goals. It’s not always clear-cut that everything in the “Done” column equals success or several things still “In Progress” equals failure. If I completed everything, maybe my goals weren’t ambitious enough. If I completed nothing, was it because I failed, or were the goals unrealistic?

The more important question is: how is the team now compared to the beginning of the quarter? This question, along with reflection on both goals and results, helps me evaluate my own performance and whether I am providing what my team needs to succeed.


I am often naive and overly ambitious. In the quarter goals outline above, I didn’t realize how much I was trying to take on in one quarter. But that’s okay! Part of this process includes understanding how to set goals to begin with.

When I’m setting goals, I often know going in that some are going to be harder than others, and some higher priority than others, but I didn’t always explicitly state that when setting the goals. Over time, recognizing these distinctions helped me define goals better. Now, if I know a goal is high priority, I define it as such. If I know a goal is a stretch, I acknowledge that as well. Then at the end of the quarter I can assess: I completed the high priority goal but missed the stretch goal, I’m okay with that. I’ve also started being more realistic about what I can accomplish in a quarter, as well.

And finally, inspired by our Automattic Creed, I give myself permission that whatever I didn’t finish this quarter, if it’s still important, I can carry it over to the next:

I am in a marathon, not a sprint, and no matter how far away the goal is, the only way to get there is by putting one foot in front of another every day. Given time, there is no problem that’s insurmountable.






One thought on “Moving from individual contributor to team lead: how do I measure success?

  1. Have to say I love blogs like this. I’m beginning my cover letter (finally) and posts like this make me step back to re-evaluate and think about some of my own goals and how to achieve them when applying to Automattic.


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