New Manager Series: The Do’s and Don’ts of One-on-One Meetings

Ben Horowitz, general partner at Andreessen Horowitz and author of The Hard Thing About Hard Things, hypothesizes that “generally, people who think one-on-one meetings are a bad idea have been victims of poorly designed ones” (177). 

I couldn’t agree more. 

The one-on-one (1×1) meeting, done correctly, is the most powerful way to continuously develop a team member, solicit feedback, and work through challenging situations. The problem is that these priceless conversations are usually poorly structured, cancelled at the last minute, or simply don’t take place. The only person responsible for solving these problems and creating an environment where fruitful 1×1’s can take place? 

You. The Manager. 

In this second installment of the New Manager Series, we’ll break down the do’s and don’ts of 1×1 meetings. 


Be consistent. For productive conversations to blossom, the 1×1 meeting needs to actually occur — and on a consistent basis. I recommend scheduling a standing 30 minute meeting every 2 weeks with each of your direct reports. I prefer grouping them on a specific day of the week (e.g. Wednesday afternoons) so I can get into the listening and coaching zone.


Don’t cancel the 1×1 — especially at the last minute. It shows a lack of respect for the conversation and is usually taken personally. Don’t be the sorry-I-have-to-cancel-because-something-else-popped-up manager. 


Ask good questions. I highly recommend The Coaching Habit for a simple playbook for unlocking your teams’ potential through straightforward questions. Ben Horowitz also shared his favorite questions to pose during 1×1 meetings:

If we could improve in any way, how would we do it? 

What’s the number-one problem with our organization? Why? 

What’s not fun about working here? 

Who is really kicking ass in the company? 

What don’t you like about the product? 

What’s the biggest opportunity that we’re missing out on? 

What are we not doing that we should be doing? 

Are you happy working here? 

The Hard Thing About Hard Things, Page 179

And my personal favorite, “How can I make your life easier?”


Don’t talk too much. In fact, the employee should be doing most of the talking. “The manager should do 10 percent of the talking and 90 percent of the listening,” explains Horowitz (179). The exact speaking/listening ratio of your 1×1’s will vary but the general idea is simple: when in doubt, just shut up and listen. If you think you’re talking too much, you definitely are. If you’re getting brief and incomplete answers, it’s your job to ask better questions until the root issue is unearthed. 


Follow up on your takeaway items. The desired outcome of open ended questions are to learn more about the person, their goals, their problems, and how the company needs to improve. When done properly, real problems will be uncovered. Some of those problems will require you to take action outside of the 1×1 meeting to help improve the situation. Set a reasonable timeframe for your follow up — and meet that deadline. This goes a long way in building mutual trust and appreciation that will serve as the relationship cornerstone.


Don’t feel like you need to solve every problem. It’s common for first-time managers to leave the 1×1 meeting and run around trying to fix everything. The key is to understand which items require your guidance and which can be solved simply by listening. Said another way: Sometimes people just want to vent to their manager. 

When I’m unclear whether a 1×1 talking point is a true priority or a venting exercise, I like to empower the employee by giving them the opportunity to create a project. Give them time to ponder the issue and the chance to circle back next meeting with potential solutions, a timeline to resolution, and the resources needed to get it done. Their true priorities will be treated with vigor and that’s your signal to become involved.


Give real feedback. Not just the normal, “I think you’re doing a great job Katie”. I’m talking about specific and actionable feedback that drives tangible improvement and growth. Think back over your career and all the feedback you’ve received. The annual reviews, the post-meeting comments, and client debriefs at the bar. Seriously, really think about it.

How much of it was fluff and how much of it helped you grow as a person and professional? In my reflection I can count the actionable feedback I’ve received on a single hand.

As a manager, you have the power to create real change. But it only happens when you make the effort to identify areas for improvement and have the guts to deliver that message. For each person on your team I know there’s at least one hard conversation you’re avoiding. Step into that uncomfortable place and create real growth.


Don’t make it about you. “The key to a good one-on-one meeting is the understanding that it is the employee’s meeting rather than the manager’s meeting,” Horowitz observes. “This is the free-form meeting for all the pressing issues, brilliant ideas, and chronic frustrations that do not fit neatly into status reports, email, and other less personal and intimate mechanisms” (177).

Most managers use the 1×1 as a project catch-up or a place to push forward their agenda. Avoid that trap because the tactics will quickly overpower the meeting’s true purpose: to nurture and grow your team.

Whats your experience with 1×1 meetings and how can you improve the next one?

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Defining Success

Let’s play some Jeopardy. Alex, I’ll take “Dubious Definitions” for $400. 

The answer:

Bill Gates, Michael Jordan, Beyonce, and Elon Musk

I start tapping on my buzzer incessantly as Alex finishes his sentence. My name lights up and the floor is mine:

“When you think of successful, who comes to mind?”

In this imaginary game of Jeopardy, that $400 would be mine. 

That’s because the four names from the answer all fit the standard definition of success. It’s typically someone who a) is proficient in a particular activity (e.g. sport, business, art), and b) has garnered recognition for this ability. 

I struggle with this commonly accepted notion. We’re leaving out many deserving people and including others not truly worthy.

Derek Sivers, entrepreneur and author, also challenges this definition. “What if Richard Branson set out to live a quiet life, but like a compulsive gambler, he just can’t stop creating companies? Then that changes everything, and we can’t call him successful anymore.” (source)

Moreover, what if someone attained their success by acting like a total jerk along the way? Shouldn’t that also be factored into the equation?

With these thoughts in mind, I’ve developed a new model for defining success:

A person’s level of achievement, using their personal goals as the measuring stick

The way they did it, using your personal moral compass as the barometer

This feels like a more complete rubric to me. It takes into account Derek Sivers’ point regarding goal attainment and also accounts for how the person behaved. 

Unfortunately, like most models, mine contains a fatal flaw. We never really know a person’s internal goals. That information is highly personal and rarely public knowledge — unless included in a memoir or if you happen to be best friends with the person. 

I’m tempted to crumple this equation into a paper ball and channel my inner Michael Jordan by dunking it into the trash. But maybe it’s not totally worthless. Instead of using it to evaluate success in others, maybe we can use it to evaluate success in the most important and critical person of all — ourselves. 

We beat ourselves up over being “successful” and doing everything perfectly. I think a cause of much of that criticality is due to an unobjective analysis of what we’ve accomplished. Let’s change that by adding some objectivity in how we judge ourselves, with a new formula for personal success:

My level of achievement, compared to my goals

How I did it

Using this model, we can look back over the past year, month, week, or day and ask ourselves: Have I been successful? 

Now that sounds like a question for Final Jeopardy. 

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The Forgotten Foundation of Human Performance

Photo by Mirko Blicke

Memory techniques to become superhuman! Productivity tools do more in less time! The ultimate workout to finally get in shape! 

We’ve all seen these headlines before. Hell, I’ve even written some of them. The concept is simple enough — do this little thing and X will improve dramatically.

The trouble with these promises is that they’re asking you to build on an incomplete foundation. It’s like working on the roof of a new house before laying a single brick.    

It’s ironic because there is a simple way to improve nearly every facet of our lives — and we already do it daily. The problem is that it’s misunderstood, unexciting, and time intensive (not the usual ingredients for an eye-catching headline). These perceived downsides prevent us from treating it like a true foundational aspect of our lives. So it’s pushed aside for activities with seemingly higher returns on investment.  

That overlooked foundation is sleep, the most important contributor to our health, mental and physical performance, and overall well-being.

My eyes were opened to the far-reaching effects of sleep by Matthew Walker, pHD — neuroscience professor at UC Berkeley and sleep expert — during his epic interview on Joe Rogan’s podcast.  His book, Why We Sleep, dives deeper into the powerful impact that sleep (or lack thereof) has on our lives. 

I’ve summarized the power of sleep into three principles :

  1. Sleep improves almost every facet of human performance  
  2. Conversely, not enough sleep will significantly hinder our capabilities 
  3. Virtually all of us need 7-9 hours of sleep per night 

Let’s explore each of these further. 

💤 Principle 1: Sleep improves almost every facet of human performance  

“Based on a rich, new scientific understanding of sleep, we no longer have to ask what sleep is good for. Instead, we are now forced to wonder whether there are any biological functions that do not benefit by a good night’s sleep. So far, the results of thousands of studies insist that no, there aren’t.”

Walker, Why We Sleep, page 8

This is the main thesis of Why We Sleep and it’s beautifully simple — sleep improves every function in the human body.

Such as memory:

“…following a night of sleep you regain access to memories that you could not retrieve before sleep. Like a computer hard drive where some files have become corrupted and inaccessible, sleep offers a recovery service at night….The “ah yes, now I remember” sensation that you may have experienced after a good night of sleep.”

Walker, Why We Sleep, 116

Or working on a difficult problem:

“Surprisingly, your brain can also work on a problem even while you are sleeping and are not aware of anything. But it does this only if you concentrate on trying to solve the problem before falling asleep. In the morning, as often as not, a fresh insight will pop to mind that can help you solve the problem. The intense effort before a vacation or falling asleep is important for priming your brain; otherwise it will work on some other problem.”

Oakley, A Mind for Numbers, 5

You may have experienced this first hand while studying a language, learning a new skill, or deliberating a tough situation at work. Before bed we feel stuck and unable to chip away at the intricacies of the problem at hand. But by morning we’ve somehow magically made progress. As Walker explains, “Practice does not make perfect. It is practice, followed by a night of sleep, that leads to perfection” (126).

💤 Principle 2: Conversely, not enough sleep will significantly hinder our capabilities 

When we don’t get enough sleep, the benefits noted above are unrealized and our performance noticeably suffers. Unfortunately, human performance doesn’t simply plateau during a sleep shortage — it takes a serious nosedive. 

“Obtain anything less than eight hours of sleep a night, and especially less than six hours a night, and the following happens: time to physical exhaustion drops by 10 to 30 percent, and aerobic output is significantly reduced. Add to this marked impairments in cardiovascular, metabolic, and respiratory capabilities that hamper an underslept body, including faster rates of lactic acid buildup, reductions in blood oxygen saturation, and converse increases in blood carbon dioxide…” 

Walker, Why We Sleep, 129

The negative consequences of sleep loss might be most noticeable while behind the wheel of a car. It’s an environment that requires constant attention and the negative outcomes (crashes) are quantifiable.

“Operating on less than five hours of sleep, your risk of a car crash increases threefold. Get behind the wheel of a car when having slept just four hours or less the night before and you are 11.5 times more likely to be involved in a car accident. Staying awake for nineteen hours (e.g. waking up at 8 AM and driving home at 3 AM) causes cognitive impairment equal to being legally drunk.”

Walker, Why We Sleep, 138

To put this in perspective, “vehicular accidents caused by drowsy driving exceed those caused by alcohol and drugs combined” (Walker 5).

Think back to the last time you pulled an all-nighter. Maybe it was cramming before a college final or a push before a crucial work project. Mine was on a sleepless overnight flight with my giant legs crammed against the seat in front of me. Now think about how you felt the day after staying up all night. For me, dazed, groggy, and cranky are adjectives that come to mind. Even if it’s been several years since your last official all-nighter, the side effects are easily reproduced.

“Most worrying from a societal perspective were the individuals in the group who obtained six hours of sleep a night—something that may sound familiar to many of you. Ten days of six hours of sleep a night was all it took to become as impaired in performance as going without sleep for twenty-four hours straight.”

Walker, Why We Sleep, 136

💤 Principle 3: Virtually all of us need 7-9 hours of sleep per night.

We all know a self-proclaimed superhero who claims they’re able to “get by on just 5 or 6 hours a night”. The assertion, while boastful, feels plausible. We’re all unique and it only makes sense that some people need less sleep than others. Scientists have even discovered a gene that controls the ability to fully function on minimal sleep. 

“We have, however, discovered a very rare collection of individuals who appear to be able to survive on six hours of sleep, and show minimal impairment—a sleepless elite, as it were. Give them hours and hours of sleep opportunity in the laboratory, with no alarms or wake-up calls, and still they naturally sleep this short amount and no more. Part of the explanation appears to lie in their genetics, specifically a sub-variant of a gene called BHLHE41.”

Walker, Why We Sleep, 145

Finally, some reassuring news! I thought so too, until Dr. Walker revealed the frequency of this gene. 

“Having learned this, I imagine that some readers now believe that they are one of these individuals. That is very, very unlikely. The gene is remarkably rare, with but a soupçon [a very small quantity] of individuals in the world estimated to carry this anomaly. To impress this fact further, I quote one of my research colleagues, Dr. Thomas Roth at the Henry Ford Hospital in Detroit, who once said, “The number of people who can survive on five hours of sleep or less without any impairment, expressed as a percent of the population, and rounded to a whole number, is zero.”

Walker, Why We Sleep, 145

To make matters worse, we’re not very good at recognizing the issues that arise when we’re sleep deprived. Everything seems OK but, in actuality, our performance is seriously undermined. 

“When participants were asked about their subjective sense of how impaired they were, they consistently underestimated their degree of performance disability. It was a miserable predictor of how bad their performance actually, objectively was. It is the equivalent of someone at a bar who has had far too many drinks picking up his car keys and confidently telling you, ‘I’m fine to drive home.'”

Walker, Why We Sleep, 137

How much sleep is actually “enough’? The rough answer: Between 7 – 9 hours per night. Outside of a formal sleep assessment, there’s a simple method to figure out if you need more sleep:

“If you didn’t set an alarm clock, would you sleep past that time? If so, you need more than you are giving yourself. “

Walker, Why We Sleep, 36

Anyone else ready for bed?

During my research for this article, I stumbled across several Random Yet Interesting Sleep Facts:

💤 Our bodies adjust slowly to jet lag. “For every day you are in a different time zone, your suprachiasmatic nucleus (the region of the brain responsible for regulating our circadian rhythm) can only readjust by about one hour,” notes Walker (25). This means it takes about three days to truly adjust after a cross-country flight between NYC and LA, since there’s a three hour time difference between the two cities.

💤 Unihemispheric sleep “is sleep where one half of the brain rests while the other half remains alert.” It’s found in certain species of birds, dolphins, and whales and allows these animals to rest while in areas of high risk or migratory flights. This also allows some birds to literally sleep with “one eye open” — with a closed eye opposite the brain hemisphere that’s asleep and an open eye opposite the hemisphere that’s awake. 

💤 There are theories under investigation that hypothesize humans also exhibit a “very mild version of unihemispheric sleep”. This could explain why we sleep so poorly in the first night in a new place (e.g. a hotel, the guest room at your Aunt’s house). “One half of the brain sleeps a little lighter than the other, as if it’s standing guard with just a tad more vigilance due to the potentially less safe context that the conscious brain has registered while awake” (Walker 66). Wild!

💤 Avoid the mid afternoon time slot, usually between 2 – 4 pm, for critical work meetings. To blame is our post-prandial alertness dip, which is a state of drowsiness due to the 1 – 2 punch of post-meal digestion and our bodies’ natural rhythm yearning for a siesta (Walker 69).

💤 The “power nap” was founded by scientists but named by marketers. In a 1990 NASA sponsored study, researchers discovered pilots on long-haul flights suffered from degraded performance due to lack of sleep. They recommended in-flight  “prophylactic naps” to combat the loss in alertness. However, the FAA “believed the term ‘prophylactic’ was ripe for many a snide joke among pilots” and instead suggested “power napping” because it sounded better (Walker 144).

Walker, Matthew. “Why We Sleep. Unlocking the Power of Sleep and Dreams
Oakley, Barbara. “A Mind For Numbers: How to Excel at Math and Science