End-of-Year Journey Mapping: How my 2020 Went and How 2021 Is Looking

Four years ago, I started organizing a small end-of-year gathering with other Bay Area collaboration practitioners to celebrate and make meaning of the year together. We would spend the first few hours of our session mapping how our individual years went using an exercise called Journey Mapping, then we would share our respective stories with each other and toast the end of the year with libations and snacks. It was a lovely ritual, and it became an annual tradition.

This past year, we couldn’t do a face-to-face gathering due to the pandemic, so we decided to do it remotely instead. Going remote had three wonderful benefits. We were able to divide it into two sessions, which netted us more time. We were able to invite more people, including folks who lived outside of the Bay Area. And, it was a good kick-in-the-pants for me to write up the exercise so that others could organize their own gatherings. (Several folks did, which made me incredibly happy.)

Journey Mapping is a quick way of visually telling the story of a project’s highs and lows over a bounded timeline. (Product managers may be familiar with customer journey mapping, which is similar in spirit, but different in practice.) You can do the exercise on your own, but it’s nicer in a group setting, even when everyone is doing it for themselves (as we do in our end-of-year ritual). It’s like working out with a buddy — you’re more likely to do it if others are doing it with you, and it’s a wonderful way to support each other and build community. When you do it as a group on a shared project, it serves as a fantastic tool for making meaning together and for discussing and developing shared narratives. I often use it as a ritual for teams to celebrate, mourn, learn, and transition.

How you do the exercise is not as important as simply making time to reflect regularly. The more you do it, the more you’ll understand how best to adjust it for your specific situation. That said, Journey Mapping has three attributes that I think are particularly powerful.

First, it contextualizes your work in your overall life. The toolkit specifically asks you to map highs and lows both professionally (or with a specific project) and personally. In a team setting, the tendency is to skip the personal brainstorming, especially when you have limited time. Sometimes, this is warranted. However, you lose a lot when you do this. Several years ago, I did this exercise with a startup’s leadership team, which was struggling mightily with interpersonal dynamics. Earlier that year, they had been running out of money, and they weren’t sure they would be able to raise another round of investments. Not surprisingly, that was a low point professionally for everyone. At the same time, one of the leaders had also been dealing with a family tragedy and the dissolution of a relationship. The rest of the team never knew about this and only found out about this through the Journey Mapping exercise. Learning about their teammate’s personal struggles many months after the fact caused them to re-examine how they viewed their behavior during that time, leading to greater empathy, a little regret, and ultimately forgiveness.

Second, the Journey Mapping exercise asks you to list the highs and lows from memory first, then to review your calendar, journal, and other artifacts and add anything you might have forgotten. This reminds you that what you might be feeling and remembering in the moment is rarely the whole story and that there may be lessons to harvest or things to celebrate that are worth revisiting. It also reminds us of the importance of having and reviewing artifacts.

Third, the Journey Mapping exercise encourages you to take your somewhat structured set of sticky notes and create meaningful art out of it. For example, these were the sticky notes that I created for my 2020 (using Sticky Studio):

and this was my artistic rendition:

This part of the exercise almost always gets short shrift. We often treat art as optional — nice, but not necessary. Doing this end-of-year ritual with my colleagues the past four years has helped me realize that this is a mistake, not just with Journey Mapping, but with many of my exercises. Practically speaking, when you create something that’s beautiful, you’re more likely to look at it again. More importantly, the act of creation leads to an understanding that’s far deeper and more meaningful than a set of sticky notes can convey.

You can get a taste of what I mean by looking at the art that some of my colleagues created:

Everybody chose to tell their story differently, from emphasizing specific themes (e.g. needing space, “re-“ words) to capturing a larger metaphor (e.g. tree, river). My colleague, Catherine Madden, organized her year into five categories and wove her story into the tapestry on the right — you can read more about her story and process here. Seeing what people created and listening to their stories were incredibly moving. I will remember those stories in a way that I don’t think would have been possible if they had simply told them or shared their sticky notes. Moreover, I don’t know that they would have told the stories the way they did if they had not had the chance to create this art.

My 2020

The personal backdrop for my 2020 was — like everyone’s — all about the pandemic. I was incredibly fortunate to be healthy and safe and not to lose anyone to COVID-19. So many people were not that lucky. The numbers are staggering — 2.2 million deaths worldwide so far, 450,000 in the U.S alone. (For comparison, 400,000 Americans died in World War II.) What made it all the more heartbreaking — especially for someone whose purpose is to help society collaborate more effectively — was how divided and misaligned we were in these trying times.

I was way luckier than most, but pandemic life was still hard. I spent the spring simply trying to cope. Like many people, one mechanism I tried was growing plants. I found a wilted mint sprig in the back of my refrigerator, which I rooted in water for several weeks, then transferred to a pot. I observed and documented the process every day, occasionally sharing what I saw on Instagram. My partner, amused by the loving care I was showing my plant, named it, “Mo.” I was awed by how resilient my mint was, and I was also surprised how gratifying this simple, regular practice of paying attention to Mo Mint felt.

Resilience. Paying attention. These became recurring themes both personally and professionally. I went into 2020 hoping that I could spend 30 percent of my time on coaching and training individual collaboration practitioners. I felt that this would be the best path to maximizing my impact, and it’s also where I felt the most energy and joy. A third of the way into the year, as the lockdowns were starting, it was clear that I wasn’t getting enough traction to hit that number.

I also went into 2020 adamant that I would only take on organizational clients willing to try my muscle-building approach to addressing their challenges. Convincing clients to do this has always been difficult, but my yield in the first half of 2020 was even lower than what it usually was. In an interesting twist, both the pandemic and the racial unrest created demand around collaboration practitioners who could help with remote work and equity work. However, most of the prospects who came my way were more interested in quick fixes than the kind of deep work that real change requires.

Grappling with those two things in concert was hard enough. Doing so during a pandemic was even harder. Paying attention and focusing on resilience made all the difference in the world.

The previous year, I had started to experiment with video as a way to better communicate my frameworks and practices, and I had more ideas and partially written scripts than time to produce them. Several conversations I had been having with colleagues inspired me to revisit one of these videos, Acting Strategically, which I published in April.

The response was universally positive, with many people asking me, “What would it look like for me or my organization to do this?” This led me to dust off some workouts I had developed over the years and start piloting them with colleagues and friends. The pilots performed well, and I loved doing them. I started preparing an “official” offering for late 2020, when something unexpected happened. Focusing on strategy was helping prospective organizational clients understand my workout approach in a way that had failed to click otherwise. Even when it was clear that they needed to focus on areas other than strategy, because they were better primed for this approach, they were more open to using workouts to address other aspects of collaboration.

By late summer, I found myself doing workouts with several organizational clients. It was gratifying and generative, but it was also taking my energy away from my individual practitioner offerings. I was conflicted, but I ultimately decided to go with where the demand was taking me and to hold off on my individual offerings indefinitely.

Looking Forward and Backward and Forward Again

Doing the Journey Mapping this past December had one more interesting twist. A few years earlier, Catherine Madden had suggested doing the exercise as a way of looking forward, not just looking back. At the beginning of 2020, I decided to try her suggestion, drawing what I imagined my professional curve might look like at the end of 2020. Here’s what I drew:

It was fascinating to compare this with how my year actually went. I had imagined a choppy beginning with a gradual upward trend, and I wasn’t completely wrong. However, the choppiness ended up being twice as long with an overall downward trajectory, there was never any “big” win, and while my year did end on an higher note, it wasn’t as high as I had hoped.

Still, as with all scenario work, the goal wasn’t prediction, it was to prepare for possibilities. Because I had imagined that my year would be choppy initially, I was mentally and emotionally prepared when that turned out to be true. I had also adjusted my strategic goals accordingly, so even though they ended up being off, they were not as off as they probably would have been otherwise. Finally, because I had written it all down, I had something to look at and reflect on at the end of the year.

I am determined to do this exercise again for 2021, but it’s already February. I’m about two months behind where I usually am in terms of planning, and I find myself more unmoored than I’ve been since starting this Faster Than 20 experiment seven years ago. I’m trying to be compassionate with myself. Last year was not normal, and while there are some positive signs, we’re not out of the woods yet, and there’s still a lot of uncertainty moving forward. I’m still excited about providing workouts, coaching, and community for collaboration practitioners. I have a set of clients I’m currently supporting, I have some ideas of what I want to offer individual practitioners later this year, and I will undoubtedly continue to experiment. Beyond that, I just don’t know.

What I do know is that rituals, community, and time to reflect matter. I am always grateful for my peers and our end-of-year gathering, but I feel especially so now. I hope many of you find Journey Mapping valuable as well.

Do the Work

It’s been one month since a white police officer in Minneapolis murdered George Floyd, a 46-year old Black father of five. I’ve found the subsequent response remarkable for its intensity, unprecedented diversity, and impact. While I’m moved by how many people and organizations seem genuinely compelled to act, I’m also vexed by some of the rhetoric around what “doing something” actually means.

Woke theatre aside, I get that it’s hard to know what to do or how. I can see how easy it is to be overwhelmed by the enormity of wanting to eradicate 400 years of structural and cultural racism or by the fear of doing or saying the “wrong” thing. Fortunately, there are a lot of resources out there, and folks have been circulating them with abandon. While many resonate with both my personal and professional experience, I’ve found several to be questionable or worse, and I can’t help feeling like most of this resource sharing misses the point. You can’t just work your way through a listicle and solve racism.

This work is hard, but maybe not in the way most of us think it is. The muscles required to create a more equitable society are the same ones needed to be skilled collaboration practitioners, and they can only be developed through practice and repetition. The key is to focus on the right things and to do them over and over again. The devil, of course, is in the details, and I want to riff on those here.

But first, I want to tell two stories. The first is about data, narratives, and human psychology.

According to the Mapping Police Violence database, 91 people have been killed by police in the 38 days since George Floyd’s murder. Nineteen of them (21 percent) were Black, a slight decrease from the overall percentage over the past eight years (25 percent). Thirty-two of the 91 killed were white.

I read all of the news items documenting each of these 51 killings (not counting the 40 victims of other or unreported race). The vast majority of the victims were armed. Many were violent criminals — rapists, murderers. Several of the deaths were the result of shootouts, and some cops died as a result. A few cases of both Black and white victims raised my eyebrows, but there was nothing that felt as clearly wrong and overtly racist as George Floyd’s murder.

Reading about these 51 deaths left me feeling depressed, but not outraged. As I dove more deeply into these incidents, I couldn’t help wondering how I would have felt about racialized police violence if I had not been exposed to countless stories like George Floyd’s over the years, if my only exposure to police violence were accounts like the 51 articles I read.

It was a troubling thought, because of all the numbers that I mentioned and stories that I shared, there’s only one that really matters: that 25 percent of people killed by police are Black. Why does that number matter? Because only 14 percent of Americans are Black, which means that Black people are disproportionately killed by police by a big margin. Even if George Floyd or Breonna Taylor or Philando Castile or any of the many Black women and men who were definitively unjustly killed by police over the years had never happened, that 25 percent number would still be a clear indication of a racial disparity that needs to be addressed.

Therein lies the essential challenge. No one has ever looked at a number and taken to the streets. There are lots of mental hoops required to make sense of that number, to trust its implications, and then to get outraged by it. We’re seeing this play out right now with the massive racial disparity of COVID-19 deaths, which is killing far more Black and Latinx people than police violence, yet hasn’t resulted in large-scale public outrage. In a perfect world, it shouldn’t take a shocking video of a Black man being callously suffocated to death by a smug white police officer for folks to recognize that the system is racist, but for most of us, that’s exactly what it took.

Except that’s not quite the whole story either. As visceral as George Floyd’s death was, it still wouldn’t have had the impact that it did without the massive amount of work and resources that the Movement for Black Lives has invested in organizing, mobilizing, and collectively aligning around a policy platform over the past eight years. Contrary to how it may appear on the surface, the Movement for Black Lives isn’t just a hashtag. It’s also not a single organization with a clear hierarchy of decision-making and leadership. It’s a network full of leaders, organizations, and activists, some more visible than others, but every one of them playing a critical role. That makes it harder to understand, talk about, or fund.

Human beings love simple, emotional narratives. We need to accept this about ourselves and leverage it to motivate change. But once we allow ourselves to be moved, we also have to be willing to let go of these simple, emotional narratives and dive more deeply into the messy and far less compelling nuts and bolts of the work. Real change takes lots of hard work, the kind that most people are completely uninterested in hearing about or doing.

The second story I want to tell is about basketball.

When your team has the ball and is trying to score, one of the easiest ways to help your teammates is to set a screen. This consists of positioning your body so that it serves as a kind of wall that prevents the defender from chasing your teammate. If the defender sees it coming, they can try to dance around the screen, but that split second of separation is often enough to give your teammate an advantage. If the defender doesn’t see it coming, then it results in a collision, which usually hurts them a lot more than it hurts you.

If you’re defending, and you see the other team set a screen, all you have to do is yell, “Left!” or “Right!” depending on where the screen is relative to your teammate. At best, your teammates can adjust and eliminate the offensive advantage. At worst, you save a teammate from a painful collision. It is a simple and effective intervention that doesn’t require any special athletic abilities. All it takes is attention and communication.

Still, it’s not intuitive. Many players — even experienced ones — have to be told to “call out the screens,” often by a frustrated teammate who has just been flattened by one.

I find this fascinating. Basketball is a hard sport to learn and play. I’ve played it my whole life, and I’m still mediocre at the shooting and dribbling part, which require physical acumen. But I’m great at calling out screens, which simply requires me to talk. Why is it so hard for others? Why isn’t this the first thing that people learn how to do?

It turns out that being an ally is a muscle, and that developing that muscle takes practice.

A few weeks ago, I was on a check-in call for a network of Black activists and allies. On the first part of the call, folks shared a number of inspiring stories about some of the amazing work happening on the ground in Minneapolis and other places around the U.S. Themes around being invisible and the importance of reclaiming one’s own agency and not replicating existing power dynamics came up over and over again.

Afterward, we broke out into small discussion groups. I was in a group with four other people, including a moderator. None of us knew each other, so the moderator called on people, one-by-one, to introduce themselves, and he inadvertently skipped me. I waited several moments for someone — anyone — to point this out, but nobody did, and the group started diving into the discussion. I finally found a point to jump in, saying with a smile, “I have a thought, and while I’m at it, I’ll also introduce myself.”

The moderator profusely apologized, not just in the moment, but throughout the rest of the discussion. I was touched by how badly he clearly felt. It was fine, I knew it wasn’t intentional, and I would have been okay regardless. And everyone in the group was lovely. What really stuck out for me, though, was how no one else in the group noticed or said anything, especially after all of the talk beforehand about the importance of seeing each other, of being seen, and of being good allies.

I’ll say it again: This work is hard, but maybe not in the way most of us think it is. The muscles required to create a more equitable society are the same ones needed to be skilled collaboration practitioners, and they can only be developed through practice and repetition. The key is to focus on the right things and to do them over and over again.

I’ve worked with all kinds of groups over the years, including many social justice groups, and I’m constantly struck by how bad most of us are at the fundamentals. It’s why I’ve moved away from larger systems change projects and have focused my energies on training and coaching. If you’re trying to create a more equitable world, but you can’t even run an equitable meeting, much less an equitable organization, you’re focused on the wrong problem. Everything is connected. If we just stepped back and started with smaller, simpler (but by no means simple) challenges, giving ourselves plenty of permission to make mistakes along the way, we would be far more likely to make headway with the bigger, harder societal problems that so many of us care so much about.

Which brings me to the thing I really want to say to collaboration practitioners and organizations who want to contribute to a more racially just world. Urgency is the enemy of equity. If you really want to make a difference, start by slowing down.

All of the racial equity training in the world won’t make a lick of difference if you don’t have the mechanisms and the right mindsets in place to get clear and aligned about success, to adjust based on what you’re learning, and to hold yourselves accountable to your stated values. In many ways, these are the easiest things to implement, and yet they’re the things groups are most likely to skip. I can’t tell you how many groups have approached me over the years wanting to change their culture somehow, someway, and yet weren’t willing to schedule regular time to assess how they were doing. Frankly, most practitioners I know skip these steps too, and our impact suffers as a result. We get away with it, because no one holds us accountable to long-term success, and the status quo continues merrily on its way.

Earlier this year, I wrote about my six-year journey to learn how to slow down. I know how hard it is to change these habits, and I don’t want to suggest that what I did will work for everyone. All I know is that it matters, that it’s an affliction that infects many of us, and that you’re more likely to propagate than address inequity if you don’t figure out how to fix this. It won’t be worthy of a press release, but it’s more likely to result in the impact you want to have in the long run. Moreover, if enough of us do this, the right things will start to happen in society at large.

Update: I clarified the number of victims since George Floyd’s death (91) above, explaining that I focused on the Black and white victims (19 and 32 respectively, for a total of 51). Thanks to Travis Kriplean for the suggestion.

Illustration from Black Illustrations: The Movement Pack.

Freaking Out Is Part of Systems Change

We are in the midst of a global pandemic.

Re-reading those last two words still feels bonkers to me, even though it’s been almost three months since the first reported case of COVID-19 and almost two weeks since the World Health Organization (WHO) made its official declaration. I had been casually tracking Coronavirus from the start, and I started paying closer attention about four weeks ago. I’ve also been actively doing some thinking and scenario work around planetary crises with a few friends and colleagues for the past year and a half. I wasn’t as prepared as I could have been, but it’s not like this came out of nowhere.

Which made it even more surprising to me when, just before the official pandemic declaration and a week before the shelter-in-place orders started here in San Francisco, I started freaking out.

One of my superpowers is that I’m able to stay calm in stressful situations. I’ve had this power for as long as I can remember, and it’s served me well in life and in work. It’s actually two interdependent practices: recognition and mitigation. Recognition is both situational — understanding when I’m in a stressful situation — and introspective — understanding when I’m feeling stressed. Once I recognize, I usually have a limited window of time in which to mitigate, which mostly consists of me talking to myself and breathing.

Mitigation is useless without recognition. If I’m not aware of my stress level rising, then I can’t mitigate. Which brings me to my kryptonite: In times of sudden crisis, I’m cool as a cucumber, but when the stress slowly sneaks up on me, I’m like the proverbial frog in slowly boiling water. It doesn’t happen often, but when it does, I’ve learned to just let it happen and be okay with it.

That’s what I did when I started freaking out two weeks ago. A few of my friends on social media, whom I trust, had been sounding the alarm about Coronavirus for a few days, and I had started to wonder whether I was taking it seriously enough. After spending a few days thinking it through and talking it over with friends, I started canceling social engagements and sheltering in place, even though I wasn’t feeling sick. I started asking friends and family to consider doing the same, but I wasn’t yet advocating for it, and I was still feeling calm.

That started changing for me the following day, which is when WHO officially declared COVID-19 a pandemic. I was completely ignoring my work, instead obsessively reading articles and clicking through posts on social media. When I talked to friends and family who were still resistant to staying home, I noticed a shortness of breath and a hint of hysteria in my responses. That’s when I sat down and said to myself, “Holy shit, I am officially freaking out.”

For me, part of “let it happen, and be okay with it,” is talking about it with others. (This post is one example of that.) The more I talk about it, the more I normalize it, and the less scary and more manageable it becomes. As I told others about my COVID-19 meltdown, I could start to hear a little voice inside my head saying, “Of course you are freaking out. There’s a worldwide pandemic that’s spreading exponentially, killing thousands of people, and shutting down our economy. You’re rightfully scared, and you rightfully feel helpless.” I don’t know why it takes so long for this little voice to start speaking up about what should seem obvious, but it does. It’s just how freaking-out works.

At my previous consulting firm, we used to hand out a two-page document to new and prospective clients detailing our design process. My favorite paragraph was about what I called, “The Freak-out Moment”:

A few weeks before the engagement, the design generally starts to come together, and people often start feeling more comfortable about the process. Right before the engagement, that happy feeling often goes away. It can even be replaced by panic. This is completely normal, and it’s our role to help you through that.

Participatory, emergent processes are inherently unpredictable. Systems change processes in particular are high stakes and complex. Panic is understandable, because, in the absence of certainty, all you can ask for is faith. Faith is a hard sell, especially if you’ve had limited (or, worse, bad) previous experiences.

Part of the role of a good collaboration practitioner is to guide others through freak-out moments. Another role is to manage these moments yourself, because if you’re doing work that matters and if you’re paying enough attention, you will experience these moments too.

There are three things I try to do to manage these moments.

First, let it happen, and be okay with it.

Second, be compassionate to yourself and to others. Shortly before people started rushing to stores to load up on supplies, I went to the grocery store with my sister to pick up a few items. I was already on edge about being in public, and I was especially annoyed that people were not keeping their distance. Afterward, I complained to my sister about it, and she wisely responded, “It’s not that they don’t care. They’re scared, just like you were a few days ago. They’re not paying attention to distance, because they’re just trying to stock up on groceries as quickly as possible.”

Third, remember that you are not alone, that you are part of a larger system, and that your role is not to be a hero. I am indebted to my mentor, Gail Taylor, for constantly reminding me of this:

The success and failure of a process is never fully dependent on you. You are simply part of the system, just like everyone else. Everyone brings their own special wisdom and superpowers. The whole system holds the space, not just you. This is true with facilitation, this is true with design, and this is true when grappling with global pandemics.

COVID-19 is an opportunity both to apply and to evolve what we know about collaborative processes and systems change. I will do my best to share what I already know, I will be paying attention and sharing what I learn along the way, and I hope others will be as well.

At the same time, remember that these are not normal times. Many of us are having to grapple with huge uncertainties with work. Many of us are suddenly having to grapple with working from home and simultaneously taking care of our homebound kids. Many of us are taking care of our parents. Many of us are working on the frontlines, risking our own lives and livelihoods for our communities.

Please, let yourselves and others freak out, and please be as compassionate as you can be both to others and to yourselves. Most of all, be safe.