Bucketing your time

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Managing managers

This article is part of a series on managing managers.

Life as an IC, or as a manager of ICs, usually follows a predictable cadence. Perhaps you plan your time and your activities around fixed periods such as sprints. Or perhaps it’s quite the opposite and you work in a self-directed manner: planning, building and shipping continually as you go.

Either way, you find and sustain a rhythm for yourself and your team, and you all move together and rest together in predictable intervals. Days, weeks and months have familiar and comforting peaks and troughs.

However, when you begin to manage managers, this begins to go out of the window. You could now find yourself with multiple teams reporting to you that are working at different cadences and iteration lengths, meaning that instead of riding steadily along on one vessel, you’re instead scratching your head looking at the map as a whole fleet plots different courses across it.

This operational distance from sitting in a higher place in the org chart can make it harder to know how to plan your time, and to know what you should be focussing on at any given moment. You don’t have a team now – instead you have a peer group of other managers of managers – and that’s not the same as a cohesive squad that works closely and collaboratively daily on a shared and regimented schedule.

So what should you do in order to restore some comfort and control to your role?

Bucketing

A method that has worked for me is to frequently map the activities that I have to do into buckets that represent four different intervals: daily, weekly, monthly and quarterly

There are a few reasons that I do this:

  • I’m a visual person, and this format helps me think about this activity easier.
  • Some of the activities will be loops that recur all year (e.g. doing 1:1s) but some will be one-offs. Separating and labeling them helps me understand the balance between the two.
  • It helps me reason better about what should require my daily effort and what ideally should need less attention with time.
  • It helps me identify when I am overloading my daily and weekly activities with short-term busywork that I should be either delegating, automating, or simply not doing, by fixing the underlying cause.
  • It helps me remind myself that I’m not forgetting about the tasks that I am doing monthly or quarterly, freeing my mind up to think about the present moment.
  • It allows me to regularly audit whether important activities, such as strategic thinking, planning, and so on are getting my regular attention, or whether they are becoming less frequent in priority. If the latter is true, then why?

That’s great and all, but what does it look like? 

Here’s an example of how those buckets and labels could look like for a manager of managers:

Some example activities bucketed by their cadence.

Note the clear distinction made between activities that are recurring, such as trying to achieve inbox zero daily, and those that are one-offs, such as working on the hosting strategy and writing performance reviews. Now, there isn’t anything inherently bad about having lots of one-off activities – if they’re all strategically important, then that’s awesome, you’re using your own time well. But sometimes they’re not, and that’s worth reflecting on.

Labeling your activities in each bucket acts as an indicator as to how your time is split between the four managerial activities, or even how you are managing to automate and delegate versus performing repetitive work yourself. Only you know what the right balance is, but assessing the quality and impact of your one-offs against each other should offer some insight.

So what should be the ideal activities in each of the buckets? It depends on you, but here’s how I tend to think about it.

Thinking about the types of recurring and one-off activities you might have.
  • Daily activities typically split into two categories: the usual communication and scheduling of time (e.g. email, chat, calendar) and, assuming that nothing is on fire, progress on one or two impactful strategic or operational one-offs. Examples of the latter could be writing performance reviews, reviewing architecture proposals and code, working on the hosting strategy, or writing up documentation; all of these are high leverage activities.
  • Weekly activities are typically always smaller-scale meetings and reporting. I do 1:1 meetings weekly and each requires preparation and generates actions. I also attend a weekly Engineering VPs meeting which requires the same. Additionally, I write a digest to my manager at the end of every week highlighting key pieces of information and summaries that I think would benefit them for knowing.
  • Monthly activities are usually reserved for wider-scale meetings and reporting. For example, I hold skip-level meetings with a monthly cadence, and we report broadly on progress in the department to the rest of the company also once a month. Sometimes there are monthly one-offs, such as getting feedback on important long-term initiatives such as migrations or re-architectures.
  • Quarterly activities are fewer in number for myself personally, but we do collectively spend time reviewing the latest measurements against our OKRs and then considering whether we are still on the right track, or whether adjustments to our higher-level direction are required.

Keeping it balanced

At the time of writing this article, I feel like I have a good balance of activities in the different buckets. Most importantly, looking back over the last month, I’ve almost always been able to make daily progress against one impactful strategic item, which is usually my indicator as to whether my workload is balanced correctly. 

If you find yourself in a situation where you have too many pieces of busywork or one-offs in your daily and weekly slots, then you need to think about how you can either:

  • Delegate it to someone else.
  • Automate it so that it requires less of your active input.
  • Forget about it if it really isn’t an impactful activity.

The solution may come via your direct reports or by writing scripts or or software, and you’re the only one that knows exactly what you should do, but trust your gut.

Try it yourself

So, give it a go. Why not:

  • Map out how you’re spending your time into daily, weekly, monthly and quarterly buckets. (You may want to add a fortnightly bucket if you do lots of work on that cadence.) 
  • Identify which of the tasks are repeated and which are one-offs. 
  • Are all of your one-offs strategically important or are they busywork? 
  • Is there anything that you can delegate to others or automate? 
  • Is there anything that you can remove completely? 

I’d love to know how you get on.

Forming the unicorn

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Managing managers

This article is part of a series on managing managers.

What’s the best way to level managers up that are reporting to you? It’s by understanding their output and working with them to improve it through a continual virtuous cycle. 

This idea isn’t new or novel: Andy Grove wrote the equation below in High Output Management way back in 1983 when he was CEO of Intel:

A manager’s output = the output of their team + the output of the organization under their influence

I’ve referred to this many times in the past, because it’s the equivalent of e=mc² for managers. Simple, elegant, yet quite groundbreaking. However, previous references in my articles have used the equation within the context of a manager figuring out how best to spend their time and effort with their ICs and peers to maximize their output. However, if you’re managing managers you’re going to have to think about this equation a little differently because of the managerial role that your direct reports have.

Very few managers are ever the complete article (a unicorn). That includes you and I. This is because being a manager involves a great number of different skills, from the technical to the interpersonal, and no one person is maximally perfect at all of them. That’s entirely normal, and as their manager, your responsibility is to help them fill in all of the gaps by working with them to identify their competency level at all of these different skills, then have them seek out opportunities to delegate, collaborate and educate themselves in order to begin their transformation into that mythical unicorn.

Delegation, collaboration, and education

These three core activities are what you should expect all of your managers to continually work on, and you can neatly bucket their activities into each of them.

  • Delegation is the bread and butter of having their team get their work done. We’ve written about delegation in detail previously. This fits into the output of their team part of the management equation.
  • Collaboration is working with their peers in order to maximize the effectiveness of their team’s work, ensuring that efforts are aligned, opportunities are identified, and that work isn’t duplicated. This is the output of the organization that they influence part of the equation.
  • Education involves both self-directed learning (pull) and learning through your coaching relationship with them (push). Improvements here amplify the output in the previous two areas.

An example: the CTO

Let’s frame this by thinking about a CTO of a large technology company. They are accountable for running the Engineering department, reporting to the CEO. They have a number of VPs reporting to them running the various divisions of Engineering. Their peers are the other C-level staff, such as the Chief Marketing Officer (CMO), Chief Product Officer (CPO) and Chief Revenue Officer (CRO) who are accountable for the other departments of the company respectively.

We mentioned above that when managing managers you should be working with them to ensure good delegation, collaboration and education. Let’s think about how the CEO could be working on these areas with the CTO.

  • Delegation: It’s likely that the CEO won’t have too much input on the exact technology choices being used to build the product, however they’ll have a vested interest in how they’ve decided to structure their divisions and teams so that the technology strategy is being delegated – and therefore implemented – effectively through their VPs. The CEO will also want to ensure that the CTO is able to delegate all of the operational work to their layer below so that the CTO has time to work on the current and future strategy of the department, rather than needing to get swept into the details of making the trains run on time.
  • Collaboration: An effective Engineering department is nothing without collaboration with the other departments in the company. The CEO will be wanting to ensure that the CTO is regularly collaborating with the CRO in order to understand what current and prospective customers are thinking about the product, to ensure that a close bond exists between the CPO and the product strategy so they can plan and execute it together, and that the go-to-market strategy lead by the CMO properly shines a light on all of the innovation being delivered by Engineering.
  • Education: A tenured CEO will be an experienced leader, so can coach the CTO on leadership skills so they can become better at the two activities above (push). They can help them think through problems, discuss the company strategy, and point them at areas in which they can improve their impact as a leader. Additionally, the CTO will want to invest time in themselves to increase their own skills (pull) by requesting specific coaching support from the CEO or an external coach, by keeping up to date on the latest developments in the industry and by watching talks, by building their network and reading books, and also by occasionally diving deep into high priority or challenging projects within the department to assist in their execution. This in turn allows them to delegate and collaborate better, continuing a virtuous cycle of increasing their output.

Mapping out a manager’s skills

So let’s think about how you can apply this technique.

Getting the conversation underway with your managers can take the form of a coaching session that you can run with them individually. 

Firstly, you can run through the Andy Grove managerial output equation and show how delegation affects the output of their team, and how collaboration affects the output of those that they influence.

Together you can focus on both their delegation and collaboration in turn and explore how this currently manifests in their work, where it works well, and where it can be improved. Then, once you’ve done that, you can focus on the areas where it can be improved to see how they can do so either via push (i.e. you coach them or get involved yourself) or via pull (i.e. they invest in self-directed learning and initiatives to get there).

You can then form this into a plan to increase their output as a manager as per the equation. If you want it to be more formal, then perhaps try a 30-60-90. This can be a coaching topic that you both revisit regularly in order to measure progress and to identify further areas that you can assist them with.

Simple!

Helping them form their Voltron

There are parallels with the concept of filling in gaps with an excellent article by Lara Hogan on forming a Manager Voltron. The premise in that article is that if you aren’t getting the support that you need from your own manager, then you can take the problem into your own hands and build a diverse crew around you that enables you to fill the gaps in your own skill set. For example, if you’re not getting the feedback that you need, you can build a network of others in the business that you trust that can give you it without needing to wait, or depend on, your manager.

This too is something that you help your direct report form. For all of the education they can receive via push, it doesn’t necessarily have to come from you. Instead, you can help them build their network in order to surround them with a crew that can be their very own Voltron, allowing them to get the best of both worlds: a manager that is deeply invested in their success, and also a peer network that challenges and elevates them.

So remember: delegation, collaboration and education. You’re responsible for making it happen. And the effects can be transformational.