One-on-one meetings with employees are seemingly among a leader's most straightforward tasks. Two colleagues have yet another conversation about work--what could be simpler? But a theme in my practice is that a more deliberate approach to one-on-ones can turn them from perfunctory exchanges into much higher sources of leverage. [1] If you're a leader who'd like to hold better one-on-ones, here are some questions to ask yourself and a set of proposals to consider:
If you're not holding formal one-on-ones, why not?
Andy Grove, the late CEO of Intel, noted that managers from other companies viewed formal one-on-ones as unnecessary, telling him, "I don't need scheduled meetings with my supervisor [or subordinate]; I see [them] several times a day." [2] I sometimes work with early-stage CEOs who feel similarly and view formal one-on-ones as superfluous bureaucracy. But this approach has several problems.
Even when you're communicating frequently with employees, it's likely that those interactions are highly tactical, with with little time devoted to more strategic issues, and no time at all to address the quality of your working relationship or anything of similar complexity. And, as Grove continued, "there is an enormous difference between a casual encounter by a supervisor and subordinate, or even a meeting to resolve a specific problem, and a one-on-one." [3]
The absence of formal one-on-ones means that when you do schedule a meeting to address a bigger challenge, you signal to your employees that such events are for "tough conversations," rendering them more stressful and less likely to succeed. (And this may be equally true when an employee schedules a one-on-one with you.)
Alternatively, holding formal one-on-ones on a regular basis normalizes the experience, allowing you and your employees to grow more comfortable addressing complex or difficult topics. Simultaneously, it highlights that this is a particular type of conversation and not just an ordinary meeting, motivating both you and your employees to be more thoughtful about how you prepare and participate.
Who merits a one-on-one?
Having formalized the process, it's important to assess how you're allocating the time you have available for one-on-ones, which is one of your organization's most precious resources. This isn't self-aggrandizing--it's simply a consequence of the fact that your attention is finite. [4] And a one-on-one meeting involves a major "investment" of attention from which you should expect a substantial "return," just as you would with any other limited resource. [5]
In addition to meeting with their direct reports, some of my clients initiate or make themselves available for skip-level one-on-ones with more junior employees. This practice can provide you with a new perspective on the organization, but it comes with potential dilemmas. It doesn't scale, and can leave you spread too thin. It can also short-circuit normal managerial channels--although if you have concerns about one of your direct reports, this may be the point.
I've had clients who levelled an employee and offered ongoing one-on-ones as a way to cushion the blow, but again, this doesn't scale and is generally a short-term fix. The key is recognizing that people want the leader's attention because it's a valuable resource, and beyond a certain point in your career it's unlikely that you'll be able to meet this demand entirely without compromising on other responsibilities.
What's the appropriate cadence? How long should a one-on-one last?
Here Grove offers some useful guidelines:
How often should you have one-on-ones? Or put another way, how do you decide how often somebody needs such a meeting? The answer is in the job- or task-relevant maturity of each of your subordinates. In other words, how much experience does a given subordinate have with the specific task at hand? This is not the same as the experience they have in general...
The subordinate should feel that there is enough time to broach and get into thorny issues... I feel that a one-on-one should last an hour at a minimum. Anything less, in my experience, tends to make the subordinate confine themselves to simple things that can be handled quickly. [6]
Given that your employees' "job- or task-relevant maturity" likely varies, the cadence of regular one-on-ones need not be uniform, nor is there a single best practice. Most of my clients hold weekly one-on-ones with most of their direct reports, but meeting every other week is also common. A longer cadence with direct reports is less typical, but skip-level one-on-ones are often monthly or quarterly. Ultimately it's up to you and each employee to determine what works best.
The key is predictability, so you should only ever cancel or reschedule a one-on-one as a last resort. If you do this repeatedly you send a very clear message that it's a low-priority event, and your employees will act accordingly. And if you have a direct report who's reluctant to hold one-on-ones or who cancels on you, this merits further investigation. It may be a sign of a deeper problem in the relationship [7], or it may simply be that the quality of your one-on-ones needs to be improved. Make clear your desire for one-on-ones to be valuable to them, solicit feedback on your current arrangements, and enlist them in joint problem-solving.
What's on the agenda? How should we prepare?
As with cadence, there's no universal template for agenda-setting or preparation, but there are some general principles to bear in mind. Grove stresses that the employee should feel a sense of ownership:
A key point about a one-on-one: It should be regarded as the subordinate's meeting, with its agenda and tone set by [them]... So the [subordinate] should be asked to prepare an outline, which is very important because it forces them to think through in advance all of the issues and points [they] plan to raise. Moreover, with an outline, the supervisor knows at the outset what is to be covered and can therefore help to set the pace of the meeting according to the "meatiness" of the items on the agenda. An outline also provides a framework for supporting information, which the subordinate should prepare in advance. The subordinate should then walk the supervisor through all the material.
What should be covered in a one-on-one?... The most important criterion governing matters to be talked about is that they be issues that preoccupy and nag the subordinate. These are often obscure and take time to surface, consider, and resolve. [8]
Claire Hughes Johnson, the former COO of Stripe, expresses similar sentiments:
I generally tell folks, especially more experienced people, that the 1:1 is their time. We set up a mutual doc that we can both edit, and we track action items and link out to goals and career conversation notes. Beyond that, I ask the individual to propose each 1:1 agenda, and I only edit the doc to add in agenda item suggestions when I have them. [9]
When your employees own the agenda, not only is this much more efficient for you, it also ensures that the discussion will focus on issues that are most important to them. But having your employees set the agenda doesn't mean that you have no input, as Grove and Hughes Johnson make clear. You can also give feedback to an employee on the quality of their agenda if you conclude that the time isn't being well-spent. My clients who've asked their employees to take responsibility for agenda-setting typically find it a useful exercise in revealing who's well-prepared and who's not.
A particular form that lack of preparation can take is the employee who treats the one-on-one primarily or even exclusively as a vehicle to report out. If you find yourself listening to extensive updates that should have been written reports or automated dashboards for you to review in advance, you can let them know that it's a missed opportunity to have a more meaningful dialogue.
How should one-on-ones be conducted? What role should I play as leader?
An employee who sets the agenda and provides you with sufficient time to digest any preparatory materials enables you to add value not by directing the conversation or even having answers to all their questions, but by posing questions yourself. While there are limits on the extent to which you can serve as an employee's "coach," you can readily employ coaching as a methodology. [10] This not only scales, it also allows you to add value in one-on-ones even with senior employees who possess specialized expertise that you lack. Grove recommended what he called "dialectic management":
What is the role of the supervisor in a one-on-one? They should facilitate the subordinate's expression of what's going on and what's bothering them. The supervisor is there to learn and to coach... How is this done? By applying Grove's Principle of Dialectic Management, "Ask one more question!" When the supervisor thinks the subordinate has said all they want to say about a subject, [the supervisor] should ask another question. [11]
And your questions should include inquiring about your employee's state of mind and well-being. Hughes Johnson notes that a one-on-one should always begin by "asking how someone is doing--checking in really matters." [12] Grove firmly agrees: "The supervisor should also encourage the discussion of heart-to-heart issues during one-on-ones, because this is the perfect forum for getting at subtle and deep work-related problems." [13]
It's by attending to the logistical details above that you create an environment in which employees are willing to truly tell you how they're doing and be candid with you on "heart-to-heart" issues. Holding formal one-on-ones that are rarely cancelled or rescheduled and for which both of you are fully prepared goes a long way toward creating the psychological safety that's necessary for real openness. This doesn't mean that you should avoid contentious issues, as I've noted previously:
Psychological safety entails candid and direct communication. It requires asking and answering hard questions. It does not mean "being nice." It does not mean avoiding difficult conversations or fraught topics to ensure that no one experiences distress. To the contrary, a setting in which people are reluctant to be candid and direct for fear of triggering any distress in others is psychologically unsafe. [14]
I opened with the idea that better one-on-ones can be a great source of leverage for a leader, and I'll close with Grove's thoughts on the same subject:
What is the leverage of a one-on-one? Let's say you have a one-on-one with your subordinate every two weeks, and it lasts one and a half hours. Ninety minutes of your time can enhance the quality of your subordinate's work for two weeks, or for some eighty-plus hours, and also upgrade your understanding of what [they're] doing. Clearly one-on-ones can exert enormous leverage. [15]
Footnotes
[2] High Output Management, page 73 (Andy Grove, 1st edition, 1983)
[3] Ibid.
[4] Beyond Simple Multi-Tasking: Continuous Partial Attention (Linda Stone, 2009)
[5] Growth, Profitability and Return on Attention
[6] Grove, pages 73-74.
[7] Better Working Relationships
[8] Grove, page 75.
[9] Scaling People: Tactics for Management and Company-Building, page 399 (Claire Hughes Johnson, 2023)
[10] For more on coaching as a leadership tool (and its limitations), see the following:
- Connect, Reflect, Direct...Then Ask (On Coaching)
- How Great Coaches Ask, Listen and Empathize
- Investment vs. Attachment
[11] Grove, pages 75-76.
[12] Hughes Johnson, page 399.
[13] Grove, page 77.
[14] Safety Is a Resource, Not a Destination
[15] Grove, page 77-78.
Photo by World Bank Photo Collective.
