Category Archives: Management

Everyone knows we have a problem at work. Does anyone think we can solve it?

There is a crisis in the workplace: employees are not happy.

According to a recent article titled “Employee Happiness Hits 4-Year Low,” published by the Society for Human Resource Management (SHRM),

[…] the overall average employee satisfaction score […] dropped to the lowest overall average score since 2019. The report is based on data collected from more than 1,600 companies nationwide, representing more than 57,000 employees.

The finding is significant for employers, who have been trying to manage employee mental health and overall unhappiness. It’s also somewhat surprising that employee satisfaction is lower now than it was at the height of the pandemic, said Anita Grantham, head of HR at BambooHR.

“The report’s time frame includes the peak of the pandemic, when employees were seeing some of the largest upheavals of their careers, so a four-year low is definitely significant,” she said.

Thoughtful people will ask why this is happening, although many of us have felt the shift, even within ourselves. SHRM has answers:

The satisfaction drop is driven by factors including inflation and financial woes, inconsistent return-to-office policies, evolving employee expectations, and layoffs, Grantham said. {…} Meanwhile, a growing focus on artificial intelligence is also sparking competition and uncertainty, employees told BambooHR.

This makes good sense: it’s hard to be happy at work if we always feel like we’re on the razor’s edge, and that any disagreement, quarterly earnings call, or new technology innovation may cost us our jobs. The fact that many of us have been let go by email only adds to the lack of humanity and connection we feel at work.

So yes, the current state of the market is contributing to our collective unease, but it’s no accident that the timing of our decline in happiness coincides with the start of the pandemic. The “inconsistent return-to-office policies” mentioned in the SHRM article barely scratch the tip of the iceberg. Just over four years ago, our offices were shuttered, George Floyd was murdered, the US Capital was under siege, and family members and friends were dying from a mystery virus. We watched it all on TV, alone.

We loved it!

I wasn’t really alone, as it turns out, and maybe you weren’t either. My wife and kids were with me, and we did our best to stay connected to friends and family with Zoom meetings and backyard get-togethers, even throughout the cold Minnesota winter.

Way back in the summer of 2020, when I asked friends what they thought of remote work, most of them told me that, although it was a bit of an adjustment, they loved it: no more sitting in traffic, no more long commutes, and no more wearing pants. They were thrilled to have more time with family, and in some ways grateful for the free time the pandemic created in their schedules. I was too. No more racing to softball games or family obligations! No more networking events or late nights in the office! While we might have missed out on a little bit of community, the trade off was well worth it.

When I asked these same friends if working from home was good for their work, the answers were remarkably consistent: not really. When work was clearly defined and teams were aligned, they could be as productive – or even more productive – than ever before (although this recent study says it’s a tie). But when it came to strategy, innovation, building a sense of team, or setting goals, especially across large teams and organizations, things got a lot harder. Relationships took longer to build. We were easily distracted (by laundry, the news, our families, Slack…). Company culture became harder to grasp. We were becoming disconnected from our jobs.

Still, all-in-all, the trade off was worth it. Work might not have been as fulfilling as it used to be, but at least it wasn’t preventing us from living our best lives. Remote work meant we didn’t have to use vacation days to travel around the world, that we could visit our parents in Florida more often, and that we could avoid Minnesota winters if we wanted to.

Remote work meant that we no longer needed to fit our lives in around our work schedules – now work would need to fit around our lives instead. With this new flexibility, we could live our lives to the fullest, focusing on the things that truly mattered, the things that gave our lives meaning. Work was just work, right? It was finally in its right place in our lives.

It felt healthy, like we were making real progress, when we told each other that we no longer lived to work, that we now we worked to live. We were face-to-face with the reality that our time on this earth is limited (leave it to a worldwide pandemic to provide some perspective…), and it was about time we focused on the most important things.

What could possibly be the downside?

The downside

After years spent fitting life in around the edges, Zoom meetings finally, ironically allowed us to bring our full selves to work – in fact, it was unavoidable. If we insisted, in February of 2020, that our kids didn’t distract us from work, the insisting stopped cold in March. Our co-workers – and our bosses – could see what we were dealing with as clearly as they could see the Star Wars wallpaper in our home-office-slash-childrens’-bedrooms. Meetings that were once held in conference rooms, far from the chaos of home, were now held wherever we could find an internet connection. If the dog was barking, the baby was crying, or someone was at the door, well … that was life.

If all of this is giving you just a touch of PTSD, I’m sorry. But here’s the point: in the summer of 2020, while we were focusing more on our families and less on our jobs, those two things were becoming more deeply intertwined than ever before.

In the summer of 2020, while many of us struggled to find purpose in our lives, we were also struggling to find meaning in our work. Were we really put on this big, beautiful planet to build and sell B2B software to small businesses? Or to optimize checkout for Black Friday sales? Or to provide credit to those in need?

These are important, worthwhile questions to ask. Still, in some ways, the specifics of any particular job are beside the point. In the 2021 Harvard Business Review (HBR) article “How to Find Meaning When Your Job Feels Meaningless,” Rebecca Knight wrote that:

Having a professional purpose and an identity “gives your life meaning and motivation,” says Hatice Necla Keleş, a professor in the Department of Organizational Management, at Bahçeşehir University in Istanbul. “Nothing gives you more energy than a clear purpose.” Without one, “even just getting out of bed every morning becomes a challenge.”

It turns out that a lot of us were finding meaning in those jobs we were busy rejecting. Maybe our companies weren’t curing cancer or addressing climate change, but that doesn’t mean they didn’t provide a purpose.

From a distance, many of the things we do to help our companies thrive (like the activities listed above) seem unimportant, but when we’re up close, they don’t feel unimportant at all. The software we build and sell to small businesses can help them succeed, creating jobs and communities. Black Friday sales can help people have more joyful – and affordable – holidays. Providing credit to those in need can help people buy new homes, creating the possibility of generational wealth for their families.

We can choose to see our jobs as meaningless, or as meaningful. Neither is inherently right or wrong.

A slow decay

Company goals are only one way that we find meaning in our work. As a leader of teams, I’ve always understood that one of my most important responsibilities is to my coworkers, and particularly to the teams I’ve led. There is meaning in making sure an employee gets a fair review and pay raise. There is meaning in helping unlock skills or learnings that can lead to promotions. There is meaning in aligning teams around company goals in a way that feels clear and genuine, allowing them to do their best, most focused work. The truth is that – for many of us – our work and our families are more connected than we might hope.

As leadership consultant Scott Blanchard writes:

As a manager, if your people don’t feel valued, trusted, and respected—if they aren’t empowered or challenged, or if they don’t feel they’re developing a good relationship with you—those feelings go beyond their work life into their personal life. And you become the person they’re talking about at the dinner table.

And while I’ve been focused on finding meaning in helping others, the reality is that there’s also meaning in being helped. It feels good to have people at work who are genuinely caring and supportive. It feels good to learn and to be challenged. It feels good to be part of a community of people focused on the same goal.

The simple truth is that this is harder to do online. As Jeremy Noonan, Managing Parter at Torq IT, puts it, “it’s a slow decay that you don’t realize until you get out of the house.”

Seeing through platitudes

None of the information or ideas above are controversial – there’s broad agreement that, while there are lots of individual employees who are amazingly productive without ever being side-by-side with their coworkers, having some amount of in-person time (hybrid, regular get-togethers, etc.) leads to healthier teams, better problem solving, more collaboration, and deeper commitments to our work communities. So what are we doing about it?

Lots of things, as it turns out. Some companies are surveying their people, trying to figure out what a healthy balance might look like. Others are requiring people to spend a pre-determined amount of time in the office each week, or each month. Still others are doubling down on remote work, bringing the team together once or twice a year. In the best cases, companies have clear, sensible goals, and their policies are rooted in what they’re trying to accomplish. This makes it easier to communicate clearly, directly, and compellingly. But in many situations, this doesn’t seem to be the case at all: company decisions seems arbitrary, and company communications are unconvincing.

Employees – even those of us who agree that there are advantages to being with our coworkers more regularly – can see through the platitudes. We know when a company wants us back in the office in order to “justify our massive amount of real estate” or because leaders like to see “butts in seats.” And so, we’re responding, often, with annoyance. We can be just as productive at home, we say. Even if work isn’t quite as rewarding as it used to be, we tell ourselves, the trade-off is worth it. Take this recent example from Dell:

Even months after tech company Dell pushed its strict return-to-office policy barring fully remote employees from promotions, [50 percent of] its workers still refuse to come back to in-person work. Unless these employees return to the office or Dell changes its remote work policy, they will not move up the ladder.

Remote workers were willing to defy company policy because the perks of staying at home simply outweighed what they believed working in person had to offer.

And so, it seems that we’re at a bit of a standoff. Instead of trying to find the perfect solution, companies are getting used to the idea that the perfect solution doesn’t exist, that their employees, by and large, are less interested in maximizing their effectiveness at work than they are in maximizing the flexibility in their lives. Maybe this is how things should be, and we’re at the start of a healthier, more balanced way to work and live. Maybe this is something companies just need to accept. And yet, if the data tells us we’re increasingly disconnected and unhappy, why are we committed to staying that way? Shouldn’t we all – businesses and employees – be highly motivated to solve the problem?

So many questions!

I’ve been talking with people, reading articles, and reflecting on my own experiences related to the future of work, and there are only a few things I’m sure of:

Lots of smart people are working on this. We may not have solved the problem yet, but it doesn’t mean nobody’s trying. Highly motivated people at lots of companies are working hard to define the future of work in a way that works for everyone.

This is not just a problem, it’s also an enormous opportunity. The proverbial cat is out of the proverbial bag, and we can reimagine what work can and should be. We can’t simply return to the way things used to be, and it would be a mistake to try.

Whatever the future of work is, it’s not one-size-fits-all. Different companies, employees, job functions, communities, levels of experience, abilities, work styles, etc. may respond differently to different approaches. What works for some may not work for others.

The effort it will take to figure this out is well worth it. We need to continue to hypothesize, test, learn, and iterate – and it will take time. But the future of work is a big deal, way too important to give up on because it’s hard.

This is what I think, but I’d love to know what you think. Does the information above ring true? Do you agree with my assessment of the situation? Are you happier at work now than you were pre-pandemic? How have you found balance in your work and in your life these past four years? Would you trade flexibility in your life for more meaningful work? What is your company doing to help create genuine connections across time zones? Is it working? Are you happy the way things are? Do you think it matters? Do you agree that we need to figure this out? Are you up to the challenge?

I’d love to hear from you!

If you don’t know why you’re doing something, stop and ask!


Picture this: after a long day at work, you arrive home (or close your laptop, as the case may be) and your partner is frantically packing their suitcase. “I’m leaving,” they say, before exiting the house, getting into the car, and driving away.

Alone in the kitchen, you realize how little you know about what just happened. Is your partner dealing with a work emergency? A family crisis? Do they need to get to a store before it closes? Did they just … leave you forever?

Regardless of the answer, your partner is gone. But without context, it’s impossible to know how to respond. Should you call your family? Start cooking dinner? Pack your own bag? Create a Match.com profile? How can you solve the problem if you don’t know what it is?

This happens at work all the time

Fortunately, this doesn’t happen too often in our daily lives – if it did, we might find more communicative partners. But somehow this scenario plays out at work all the time, every single day. Here’s an example to help illustrate my point – apologies if it hits too close to home:

Jane is a product manager, whose boss tells her to “remove the banner from the landing page immediately.” Jane understands that this “request” is urgent, and she chooses not to irritate her manager or slow things down by asking lots of questions. The request is clear, so Jane writes it up and injects it into the sprint. The banner is removed within the hour. Everyone is happy – for now.

Three days later, the team has enough data to assess impact of the change: as a result of the banner being removed, landing page conversion has improved by 50 bps, but nobody (literally nobody) takes advantage of the special offer, which was intended to incentivize multiple purchases. We no longer have a signup problem – now we have retention problem. Why?

As it turns out, Jane’s boss wanted the banner removed because it was covering up the email field, creating enough friction to negatively impact conversion. Removing the banner altogether was an extreme response to a simple problem, like using a sword to cut a fingernail. A more nuanced approach (like repositioning the banner instead of removing it) could have achieved both of the company’s goals. The problem was that nobody knew what the company’s goals were: no one offered them, and no one asked.

Every company I’ve ever worked at employs smart, highly motivated people. As I pointed out in my post about aligning product and engineering teams, smart and motivated people are used to delivering what’s being asked of them day after day, and they’re very good at it. Still, they crave context for their work, and they’re ready to use it to solve real business problems in smart ways. That’s good news, and there’s more: effective leaders actually want their teams to think this way. Why treat a chronic illness if you can cure the disease?

Curing the disease

Curing the disease isn’t as easy, but you can make progress today. Here’s how:

Create a culture of empowerment
If you treat your people like order takers, that’s how they’ll behave – until they find new jobs. Creating a culture of empowerment requires that we spend time thinking about problems and opportunities before proposing solutions, and recognizing that many problems have more than one perfectly acceptable solution. It means taking the time to discuss goals and provide context instead of telling people what to do, leaving space for questions, comments, and alternate approaches. There are lots of things a team can do by taking a bottoms up approach, but creating a culture of empowerment starts at the top.

Spend more time truly understanding the problem
In the wise words of Abraham Lincoln, “Give me six hours to chop down a tree and I will spend the first four sharpening the axe.” I haven’t done the math, but my years of experience tell me that every hour spent providing context to engineering teams saves between 2 and a million hours of development time. Don’t fall for the mistake of thinking hands on keys is where the magic happens. Give your teams plenty of time to understand what they’re doing and why, and they will amaze you. As you may have heard, slow is smooth, and smooth is fast.

Go out of your way to make people feel comfortable expressing their ideas
A point of view might be worth 80 IQ points, but you’ll never hear one unless you make it clear that’s what you want. In most work situations, the sad truth is that it’s safer not to argue with the boss. If you want your people to challenge you with new ideas, questions, and solutions, you have to let them know explicitly. And if your company is entirely remote, you need to remind them regularly, because it will take longer to sink in.

If you don’t know why you’re doing something, stop and ask!
The suggestions above are aimed at team and company leaders who want to create a culture of context. But once it’s clear that asking questions is okay, the responsibility belongs to everyone. I’ve seen lots of people and teams deliver the wrong work because they didn’t want to “bother” someone else, even with something as innocuous as a Slack message. If we’ve ever worked together, you’ve heard me plead: do not suffer in silence. And yet, it happens all the time. If you don’t have what you need to deliver great work, it’s your responsibility to get it. In most cases, the people responsible for providing context will think they already have, or don’t know what you need. Assume good intentions and set yourself up for success.

What do you think?

I once worked at a company that refused to provide context as a matter of policy: they felt it was more efficient for leaders to turn decisions into requirements, and to cascade those requirements to individual contributors. The way they saw it, context led to discussion, and discussion led to debate, and debate slowed things down. Simply put: they wanted less talking and more coding. You won’t be surprised to learn that this resulted in frustrated teams and failed projects.

Still, I’d love to know what you think. Have you worked at a successful company that operated differently? If so, how did you make it work? If you agree that context is important, how have you made it part of your team or company culture? Have you tried any of the suggestions above? Do you have any of your own? Please let me know!

Leaders: You Must be Present to Win

Screen Shot 2020-09-01 at 2.59.08 PM

Years ago, the company I worked for was struggling. We hadn’t hit our numbers in months, and it was determined that layoffs would be necessary. Secret meetings were scheduled, often early in the morning or late in the day. Spreadsheets were created, reviewed, and updated. The process went on for weeks. During that time, if you happened to catch a glimpse of one of our executives, it would have been racing through the halls from meeting room to office, quickly and with focus. When they arrived safely in their offices, our leaders closed their doors, so as not to be asked questions that were impossible to answer.

If you’ve been around awhile, you’ve likely witnessed this kind of behavior. It’s completely understandable, and an absolute disaster. Employees know their leaders are privy to private information, and that there are things they can’t share. They get it. But when leaders start to hide away, purposely making themselves unavailable, it makes employees angry and nervous. And what do employees do when they’re angry and nervous about their jobs? They look for new ones. In most cases, your best employees are the ones who’ll find jobs first.

This is what happened at the company I’m describing. What started out as a small, potentially containable reduction in force turned into a mass exodus, as employees lost trust in their leaders and looked elsewhere. I learned a lesson I will never forget: leaders must be present to win.

Unprecedented times

Remember back in March when the coronavirus was spiking and our employers sent us home? My company’s first fully remote day was Friday, March 13. We thought we’d be back in two or three weeks, tops.

It’s shocking to remember how naive we were at the start of this global pandemic. Did we really think it would be taken care of in two weeks? My first note to the team included a sentence or two about the emotional aspects of the situation, and then a full page of logistics: best practices for remote meetings, core hours, ergonomic concerns, and the like. It wasn’t terrible, but it wasn’t awesome. I soon learned that the logistics of working from home were going to need to take a backseat to the more pressing concerns of my team members, like fear and loneliness.

In March, there was no way to know what leadership challenges we’d be facing in the coming months. We said the word “unprecedented” a lot, but how many of us fully understood what that meant? If a global pandemic was our only challenge, there were still no books to read to get us through, no podcasts to listen to from people who’d been through it before. And a global pandemic was not our only challenge.

Still, at that time we had our hands full with the things we knew about. As three weeks turned to four, and then five, my leadership team and I looked for new ways to keep the team upbeat, engaged, productive, and informed. Our weekly all hands meeting would continue, of course, complemented by daily leadership stand-ups and a weekly all-team happy hour, with trivia and other fun games. We slowly settled into our new normal.

Staying in touch

There’s a big difference between leading a remote team and leading a remote team during a pandemic. It was a little bit different for my technology team, but in general, my company had considered working remotely a perk, reserved for all-stars who had proven themselves capable and trust worthy. When working remotely became a requirement on March 13, it was as big an adjustment for managers as it was for individual contributors.

A technology team, of course, handles issues as they occur, at all hours of the day, from wherever we happen to be. This means the logistics of working remotely had been figured out ages ago, as a matter of course. I had zero concern in this area.

But I was concerned about how I was going to continue to connect with my team members. Each of our teams has a daily standup, but I’m not on any of the teams, and “walking the floor” had been an important part of my routine. How would I replicate that in an all-virtual environment?

The short answer is that I couldn’t, but I could find other ways to connect. I became a Slack power user, adding comments in channels where I used to lurk quietly, and reaching out to employees I didn’t naturally cross paths with on a regular basis. I blocked time on my calendar time for these Slack check-ins, almost as though they were one-on-ones.

I did – and I do – other things too. I’ve scheduled long-distance lunch dates with employees and teammates, gone for bike rides and walks, and hosted small socially-distanced happy hours in my backyard. I’ve sent emails, texted, showed up at meetings, and met people at parks. The reasons for doing these things are both personal and professional. Of course I need to find creative ways to stay close to the work my team is doing, to get beyond the surface. But I also need to stay close to the people. I miss seeing them in real life, and I need to make sure they know they’re on my mind, that I care.

Screen Shot 2020-08-31 at 10.58.59 PM

The weekly email

Nearly every Monday morning since March 16, I’ve sent an email to my entire team (I missed two when I was on vacation). It’s a commitment I made to myself on day one, and George Floyd’s murder and the events that followed reinforced the need. There were things I needed to say, and things the team needed to hear. Even if I couldn’t see every person on my team every week, I needed to be present, and I need to communicate proactively.

After more than five months, it can be hard to find ways to keep the emails fresh and new, but that’s not really the point. Some weeks I write about world events or work highlights. Other weeks I discuss things that are happening in my family or articles I find. It can be hard to find the right balance between sharing my opinions and veering into what currently passes for politics, but I try. Here are a few excerpts from my emails.

March 23:

My family, like most of yours, is trying to make the most of our time together without killing each other. My teenage son works at the local Kowalski’s, and he’s thoroughly enjoying being the only person in our family classified by the government as an “emergency worker.” 

June 8:

Over the course of the last week, George Floyd’s murder went from being a local story about an unjust police killing in Minneapolis to a national emergency focused on much larger, systemic issues. Thousands of people across the country are joining together and saying “no more.” It’s about time. Please stay safe and wear your masks out there.

July 27:

I know it can feel weird to do, given that most people aren’t actually going anywhere, but an occasional day off can be fantastic for our mental health, and I strongly encourage people to use PTO when you can. Most people are not currently doing this. Maybe you’re saving it for a rainy day, or hoping things will open up more this year? Fair enough. I’m not telling you what to you – my only motive is to make sure those of you who need a break find a way to get one. Burnout is real, and it’s something I’d like to avoid, if possible. 

You get the idea. The email isn’t magical, but it reminds my team that I’m here, that I’m human, and that I’m deeply invested in our success. It also keeps me present and gives me another opportunity to lead, and I’ve gotten consistent feedback that the team likes it. (By the way, if something important happens today, I’m not going to wait until next Monday’s email to reach out to the team.)

Employee expectations

As I mentioned earlier, we’re in uncharted territory, both as employees and as leaders. You can argue that great leadership strategies work regardless of the situation, but let’s face it: Jack Welch never led a team through a pandemic.

There are a lot of things we don’t know – how long the coronavirus will last, its lasting impact on our businesses, when we’ll be back in our offices, the outcome of the next election, whether we’ll make real improvements related to equity, and so much more. It’s incredibly hard to lead a team through so much uncertainty. In order to do it, we need to free ourselves from the idea that our teams expect us to be all-knowing. They don’t.

But our teams do expect certain things from us, especially now. They expect us to be honest, for example, and to be as transparent as possible, even though they know we sometimes have information that can’t be shared. They expect us to listen to their concerns, and to escalate them within our organizations as it makes sense. They expect us to understand that it’s impossible to be completely present in a meeting when they’re bouncing their toddlers on their laps. They expect us to be human, and – even if they don’t always show it – they know we’re feeling a lot of the same stress and uncertainty they are. Most of all, our teams expect us to be present, to show our faces, and to walk the talk.

In this post, I’ve shared a few of my own ideas and strategies for being present with my team. I hope some of them are useful to you, but I’m very aware that I don’t have it all figured out – we’re all learning as we go. Now I’d love to hear your ideas and strategies. How are you finding ways to connect with your teams? What’s working, and what’s not? How are you balancing your own stress with your work? How are you showing the team they’re in good hands? How are you leveraging technology? How are you being present for your team every single day? I’d love to know.

Building good things is boring

goodthingsWhen I arrived at a new job several years ago, things were looking good. Work/life balance favored life, the dress code was non-existent, and employees were on track to get bonuses yet again. Our website was usually up, returns were usually down, and customers were generally pleased.

So it surprised my new boss when I stormed into his office telling him that things needed to change – the org structure was wrong, we lacked focus and purpose, and our product was just okay.

“Take a deep breath,” he said, “things are pretty good.”

“I don’t want things to be good,” I countered. “Building good things is boring. I want to build something great.”

My boss was intrigued, and he knew I was right. If we continued on our current path, we’d collect our bonuses, make lots of money, and still be home early for dinner. But there was a downside.

Why be great?

When “good enough” is good enough, all sorts of bad things happen. For example:

  • Innovation and risk-taking are discouraged
  • Top performers tend to underperform (or find new jobs)
  • We settle for mediocrity
  • People are promoted based on tenure instead of the value they bring

Incremental improvement can be terrific, but it can also get in the way. When we try to turn something good into something great, we get just the opposite:

  • Innovation and risk-taking are encouraged
  • Top performers are fully engaged, and pushed to do their best work
  • We never settle
  • People are promoted for adding business value

When an organization strives for greatness, inspired employees are rallied around a common goal, and everyone brings their best ideas and energy to the table. Sometimes we work long hours or forget to eat a meal, but it never feels that way. Trying to build something great feels fantastic.

A cautionary tale

A few years ago, I took a job at a small, well-funded internet startup. The founder had recruited experienced talent, and the team rallied around our “big hairy audacious goal“: to change the way people consumed information online. We worked hard to produce something great.

Along the way we started to run out of capital, and our BHAG took a backseat to our need to say afloat. We built a series of mediocre products that we tried to monetize, and we struggled to find an audience. Some would argue we were being pragmatic, that we couldn’t afford to build something great – we needed to build something good instead.

But when we stopped trying to build something great, we lost our focus. We started coming to work late, leaving early, and spending too much time worrying about lunch. Our focus turned from work to work/life balance, and we were no longer inspired to bring our very best to the office every day. A few of my co-workers loved it.

“This is the best job ever,” I remember one of them telling me.

“Not for long,” I warned.

In a few weeks, we were looking for new jobs. Would we have stayed in business longer if we stayed committed to building something great? We’ll never know. But I do know this: I would have felt a whole lot better about it.