A Personal Case Study on Network-Building: Selfishness, Frequent Collisions, and my Colearning Experiment

In 2013, I left the consultancy I had co-founded to rest, reflect, and reconsider my approach to helping groups collaborate more effectively. That time led me to the premise that has become the foundation of my work since — that getting better at collaboration is “simply” a matter of practicing, and the more we figure out how to encourage practice, the better we all will get at collaboration.

I wanted to explore this premise while also taking care of myself and maintaining balance in my life. I was not ready to start another company, but I was also afraid of feeling isolated. I had felt that way for much of the early part of my career, and being part of a tight-knit team at my consultancy had been a huge joy. I wanted the best of both worlds — the support, learning, and joy of being part of a close team along with the freedom and flexibility of being independent.

I think many people’s first instinct for addressing professional isolation, especially as an independent, is to form a group that meets once a month or a few times a year. I think this is a great thing to do, and I think more people would be well-served if they did this. However, I wanted deeper relationships and learning than an occasional coffee with colleagues would provide.

First instincts also don’t always result in optimal designs. I wanted to model a less knee-jerk, more decentralized approach to creating communities of learning and practice. Specifically, I wanted to play with two design principles:

  • Be selfish, but in a networked way
  • Frequent collisions

Armed with this clarity, I started to experiment.

Be Selfish, but in a Networked Way

When it comes to teams and networks, I often hear rhetoric around the importance of “selflessness.” I understand and appreciate where this comes from, but I don’t think that this is the best framing. Groups perform best when individual interests align with those of the group. You want people to find that alignment without sacrificing their individuality. Because many good collaboration practitioners tend toward the self-sacrificial, I often find myself encouraging others to “be selfish.”

As I embarked on building a new network for myself, I wanted to model selfishness (in a networked way), trusting that my self-interest strongly aligned with a larger, collective purpose. “In a networked way” meant finding ways to share and to encourage emergence without interfering with my selfish goals.

Here’s an example of how this manifested. In late 2014, a colleague had introduced me to Janne Flisrand, a Minnesota-based practitioner who was doing interesting work. Janne was planning on visiting San Francisco and asked if I wanted to grab coffee while she was there. I said yes, then, on a whim, asked:

If I organized a meetup for you, would you be willing to chat informally about your work? I’m sure I could pull together at least 3-5 good folks, and we could continue the conversation over dinner as well.

Here was my selfish reasoning:

  • I valued the opportunity to have some get-to-know-you time, but I also wanted to dive more deeply into Janne’s work. Coffee sessions aren’t usually long enough for that.
  • If I found value in a deep dive, I figured others would find value in it as well. It wouldn’t hurt me to invite a few others. Worst case, everyone would say no, and I’d get lots of one-on-one time with Janne, which was the original plan anyway. Best case, other good folks would come, other relationships would get built, and awesome stuff would emerge from that.

Janne was enthusiastic about my offer, which meant I was now on the hook for trying to organize something. Once again, I wanted to experiment with this principle of maximum selfishness (but in a networked way). This was how it played out:

  • Scheduling. Rather than see who was interested in attending, then trying to find a date that worked for everyone, I picked a date that worked for Janne and me, then invited others to accommodate our schedule. No mass Doodles!
  • Venue. I invited people without picking a specific location, then asked if someone would be willing to host. I figured that if no one responded, then I was no worse off than I was before. However, if someone did respond, then I wouldn’t have to find a space at all, which appealed to my selfish (and lazy) side. As it turned out, someone did end up offering to host!
  • Invitations. I only gave people one week’s notice. If shorter notice meant less people, then we would simply have a more intimate conversation and I wouldn’t have to find as big of a space. If we got lots of people, then my community would start to become more interconnected, which makes me happy and often results in something interesting. Either way, it was a win. I didn’t think too hard about whom to invite, and I ended up asking 18 people. To my surprise, 12 said yes, and some folks asked to bring guests!
  • Design. I wanted to model something that was participatory, but also easily replicable. That meant not investing a lot of time designing anything too intricate. I decided to do a simple fishbowl, where Janne and I would sit inside a circle with two other empty seats, and others could join the conversation simply by grabbing one of the empty seats. Afterward, we’d invite whomever wanted to join for drinks and dinner.

It took me less than an hour to:

  • Conceive of this experiment
  • Think of some additional folks to invite
  • Invite them

This small investment in time enabled me to convert a coffee date into a wonderful gathering, where I got to delve further into a colleague’s work with a dozen great colleagues and to introduce these folks to each other, all without having to juggle calendars or find a space! As always happens, interesting stuff emerged from this gathering, including one new relationship resulting in a large new project for a colleague.

This experiment worked so well, I decided to continue it over the next two years, playing with different variables, but always strictly conforming to this principle of networked selfishness. I tried to manage expectations by being transparent about my organizing principles and by constantly encouraging others to be similarly selfish. My hope was that selfish replication would result in lots of self-organizing and interconnection among Bay Area practitioners. This didn’t happen as much as I would have liked, but I was happy about the good things that did emerge from my small acts of networked selfishness.

Frequent Collisions

Another design principle I wanted to explore was frequent collisions. Many years earlier, I had read a wonderful article about how people with sisters tend to be happier. It postulated that this was because people tended to speak more often with their sisters than their brothers. As someone with two sisters, this resonated.

It also jived with my experiences on teams. At my company (which was virtual), I talked to my co-founder every day, I talked to my other teammates several times a week, and we used online tools to stay in touch asynchronously. We talked a lot about work, but we also talked about our lives, and often, we were just silly. Because we talked frequently, we didn’t have to spend a lot of time catching each other up on things, and it was easy to dive right in and also to give each other support.

This was in the back of my mind when I got an email in 2013 from my friend and colleague in Montreal, Seb Paquet, suggesting we catch up. Our resulting conversation reminded us both how much we enjoyed talking with and learning from each other. Rather than wait around for another excuse to schedule a catch-up, I proposed that we schedule a weekly standing time for the next four weeks with no agenda. To my surprise, Seb accepted.

We called the experiment, SEEK, a somewhat garbled, but easy-to-pronounce combination of our initials. We talked a lot about both our work and our lives. Because we were talking regularly, we didn’t have to provide context and background each time we spoke, which allowed us to get deep quickly and consistently.

At the end of each conversation, we recorded a three-minute video where we each shared one takeaway from the conversation. It was a way to have a private, intimate conversation while also leaving a public trail, hopefully provoking conversations with other colleagues while also inspiring others to replicate our experiment.

Seb is incredibly smart and thoughtful, and talking with him enabled me to crystallize and sharpen what I was learning from many of my experiments. For example, here’s the video takeaway from our second conversation, which not only led to some significant changes to my Goals + Success Spectrum, but was also the impetus for me to package and share what has become my most popular and impactful toolkit:

Despite being incredibly busy, we both found our regular conversations productive and gratifying. Each week, we both found ourselves looking forward to our next session. After our four-week experiment ended, we decided to continue talking weekly. We ended up more or less maintaining our weekly pace for three more months.

Colearning Experiment

My experiments with Seb helped validate my desire for frequent engagement. It also helped validate my “selfish” approach. By asking for what I really wanted — in this case, frequent engagement — I not only got what I wanted, but so did my partner. I was ready to ask for even more.

In late 2013, I pitched an idea to five colleagues. They were all Bay Area-based independents, all changemakers, all collaboration practitioners at some level. I knew all of them well, and they knew each other somewhat, mostly through me. I asked them to engage in an eight-week experiment where we would all pair up and commit to checking in with our partners once a week for eight weeks. After each checkin, we would all share one takeaway on a shared mailing list.

Four of my colleagues — Pete Forsyth, Rebecca Petzel, Amy Wu, and Odin Zackman — agreed! Acknowledging a problem that we all shared, Odin cheekily suggested that we call ourselves “COBI” for “Chronically Overwhelmed, But Improving.” We eventually settled on “Colearning 2.0,” a name suggested by my friend, Mariah Howard. The “2.0” (which we eventually dropped) was a nod to our intention of going beyond the “obvious” ways most tried to design communities of practice.

We also agreed on the following purpose statement:

Create a safe, delightful space where we make our individual work visible to a select group of peers and deepen our learning together.

We think this will help us better achieve our individual goals by:

  • Exchanging more substantial feedback on the issues we’re facing
  • Spurring new, creative thinking
  • Helping us see our individual progress (which, in turn, will help us be more compassionate to ourselves)
  • Creating a sense of peer support and accountability
  • Countering the overwhelm we’re all prone to feeling
  • Bring greater purpose to our work through sharing learning with community

Because we were an odd number and I had already experienced a regular pair checkin with Seb, I decided to do my checkin by email to the whole group.

After eight weeks, one of the pairs had met regularly, the other less so. But the takeaways had been wonderful, and everybody found the experience useful enough that they wanted to continue. We made one small change. Participating virtually with the whole group was not as good as having a partner, so I asked Kate Wing if she would join the experiment as my partner, and she accepted. (Five years later, Kate and I still check in regularly almost weekly. More on this in an upcoming blog post.)

This second phase of Colearning lasted through the end of 2015. We had mixed experiences overall with the checkins. For some (me and Kate included), they went wonderfully. For others, not so much. We experimented with different pairs and formats, I tried this experiment with another group, and I encouraged others to experiment with it on their own. I never found a formula for general peer support that seemed to work for everybody.

However, I walked away with enough confidence in the value of frequent, regular contact, that I began incorporating it into my programs and designs with more narrow purposes, such as Collaboration Muscles & Mindsets. I often faced resistance from participants, who were nervous about the time commitment, but that resistance would start to dissipate almost immediately, and by the end of these programs, many would say that they looked forward to these regular conversations each week.

More importantly, other wonderful things started to emerge with this group. People would often request peer assists about things ranging from the mundane and technical (such as social media) to people’s actual work projects. These were always well-attended and highly valued. Many of us shadowed each other’s work, learning from watching our peers actually doing the work. One person created a shared repository of resources, that many of us still use and contribute to. Another group formed a book club.

We also organized a variety of face-to-face gatherings, ranging from an improv workshop to site visits to hikes and dinners. In September 2014, a group of us organized a one-day, Open Space, peer learning workshop in San Francisco that 20 people attended.

We were a leaderful group by design. There were no officially-sanctioned events, and there was never any asking for permission. People organized things they themselves wanted to participate in, and invited others — including those outside of our little group — to participate.

Perhaps the most gratifying thing that happened was that people started collaborating on work together. This was never an explicit goal of the group, but it was something I hoped would happen. Several people did (and continue to do) projects together, in some cases forming partnerships and collectives.

Toward the end of 2015, we started experimenting with Slack as another way of staying engaged remotely. Soon thereafter, we officially brought the checkin portion of our experiment to a close and migrated from the mailing list to Slack. This brought us to our third and final phase of Colearning, which lasted through the end of 2018.

Slack increased online engagement and also made it a little bit more fun. People also continued to self-organize. In early January 2017, we experimented with a joint retreat for individual visioning and strategizing. We’ve continued doing these twice a year ever since.

All told, 17 people participated in this experiment, with a final count of 13. We started off as a Bay Area group, but we experimented with remote participants, and ended up with people from Chicago, Portland, and Los Angeles.

New Beginnings

I started playing with all of this six years ago because I was afraid of losing what I was leaving — specifically, deep relationships with other colleagues. As a result, I focused my energies on people who were working independently, regardless of how much of their work was specifically focused on collaboration. These different experiments had taken me above and beyond what I had hoped for, and I was enormously grateful.

However, my priorities for community has shifted over the years. I am less concerned about isolation and more concerned about deepening my (and other’s) practice around collaboration, which is more mission-aligned for me.

Late last year, I decided to stop participating in the Colearning experiment. As I assured the group:

Just because I won’t be on a Slack with all of you doesn’t mean I won’t be in community with all of you…. Obviously, I have deep relationships with all of you, and I hope to continue deepening those. I hope to stay in touch with all of you, I plan on continuing my weekly checkins with Kate as long as she’s willing to put up with me, and when I organize practitioner events, you all will be high on my invitation list….

Networks are about relationships. Experiments and more formal structures can come and go, but those relationships don’t go away. I wanted to be clean about my exit from the group, but I also didn’t want us to see that as the dissolution of community. When I left, someone started a new Slack with a different frame. Many of us continue to stay in close touch, and the bi-annual retreats have continued.

Most importantly, we had the opportunity to celebrate what we had done together (and mourn its passing), and I feel free to focus my energies on designing something new and more relevant to what I care most about right now. I’m a little bit scared, as I always am when diving into the unknown, but I’m also excited about creating something new.


Thanks to H. Jessica Kim and Eun-Joung Lee for reading early drafts of this post. This is the third in a series of blog posts about building a network of collaboration practitioners. The others are:

  1. Building a Network of Collaboration Practitioners (February 7, 2019)
  2. A Personal Case Study in Network-Building: Pre-IPO (February 20, 2019)
  3. A Personal Case Study in Network-Building: Selfishness, Frequent Collisions, and my Colearning Experiment (May 7, 2019)
  4. What We Learned from Five Years of Check-ins (May 14, 2019)
  5. Design Sketch for a Network of Collaboration Practitioners (November 14, 2019)

The Secret to High-Performance Collaboration: Slowing Down

Run, Serena, Run!

At my previous consultancy, we used to spend a considerable amount of time debriefing every engagement, big or small. We were meticulous in our analysis, nitpicking every detail.

Over time, I started noticing a few patterns. First, I realized that our debriefs were largely ineffective, because we weren’t taking the time to integrate what we learned. We needed to be reviewing past debriefs before new engagements in order to remind ourselves of what we had learned and in order to hold ourselves accountable to improvement. Without that additional space, our debriefs were essentially exercises in self-criticism and generating lists, two skills we didn’t need to be practicing.

Second, a few things began to jump out at me as I reviewed our long list of things we could have done better. Almost without fail, when we had “bad” engagements, someone had slept poorly the night before. Or someone had been working while sick. Or someone had forgotten to eat breakfast that morning. (Forgetting to eat was my personal bane.)

We had spent hours and hours and hours debriefing, and this is what we learned:

  • When we didn’t take care of ourselves, our performance suffered.
  • When we didn’t take time to remind ourselves of past lessons, we repeated the same mistakes.

One of my mentors, Gail Taylor, is always encouraging me to seek the simplicity embedded in complexity. What I’ve realized over the years is that, when I find it, I often dismiss it. It seems too obvious. There has to be something else.

Slowly, but surely, I’m breaking this habit, and I’m starting to see more clearly as a result. Which brings me to my biggest insight over the past several months.

The best thing we can do to improve collaborative effectiveness is to slow down.

This has been coming up for me over and over again with all of my recent projects and experiments.

I’m currently doing an experiment with the Code for America incubator in trying to help new companies establish good collaborative habits right from the start. PostCode (the company with which I’m working) is working at a startup pace, and they’ve had inevitable challenges as they move through their storming phase.

Fortunately, when problems crop up, they deal with them quickly. In those situations, they’ve often reached out to me about possible toolkits to help them navigate their challenges. My answer has been consistent: Slow down. They haven’t found the time (beyond the work we’ve done with them, which has been too constrained) for critical conversations about organizational strategy, culture, and group dynamics. It’s understandable. They’re under a tremendous amount of pressure, and in those situations, conversations about strategy and group dynamics can feel like a nice-to-have, not a need-to-have.

Last week, I facilitated a practitioners workshop for the Garfield Foundation on collaborative networks. For one of the Open Space sessions, I led a group through the power workout I developed for Changemaker Bootcamp. We had a wonderful, nuanced conversation about power dynamics, and several people asked, “How do we make sure we have more of these conversations with our constituencies?” My response: “The first step is making the time.”

Telling others (or even yourself) to slow down is easy. Actually doing it is hard. We move fast because of external pressures, mindsets, habits, cultural norms, and so forth. We have little control over most of these things, and what little we can control is incredibly hard to change. But there are tricks that I’ve found helpful over the years.

Experiments. Changing habits is hard, and you will likely fail many times. Approaching the challenge of slowing down as a series of experiments helps. As I wrote previously, one of the keys to a successful experiment is to hold yourself accountable to the results. Failure is okay as long as you’re committed to the intention and are actively incorporating what you learn into new experiments.

If you are truly committed to slowing down, write it down. Write, “Slow down,” on a piece of paper, and put it up where you will see it. Actively devise and track experiments that will help you do this, so that you can monitor your progress and see what’s working and what’s not.

For important conversations — whether it be organizational strategy or a project debrief — schedule those in advance as part of your project plan, and track whether or not they actually happen. If they don’t happen, take the time to examine why, and devise another experiment. The beauty of applying an experimental framework is that simply the process of devising and tracking an experiment is an act of slowing down.

Checkins. My former business partner, Kristin Cobble, recently wrote a wonderful piece on the power of checkins. She describes them mostly in the context of meetings as a way to invite participation and to garner a sense of the collective whole. What I’ve learned over the past several months is that they also serve a much simpler, deeper function. They force you to slow down and reflect — even if just for a moment.

Starting last year, I embarked on a simple experiment with my friend, Seb Paquet, who’s based in Montreal and who, like me, works for himself. We decided to check in with each other once a week for an hour over Skype. We didn’t have any agenda. We would simply use that time to have an extended checkin.

We ended up doing two phases, and it served to be tremendously valuable. Not only did it deepen our relationship, it served several practical purposes. We both had an opportunity to give each other feedback on our respective projects. We supported each other when we faced challenges and cheered each other when we succeeded. The most interesting thing to happen was that, even when things got tremendously busy for both of us, we both stayed very committed to these checkins. They were not just nice-to-have; they were helping us work more effectively.

Inspired by these results, I invited my colleagues Pete Forsyth, Rebecca Petzel, Odin Zackman, and Amy Wu — who all work independently — to participate in a similar experiment earlier this year. We wanted to experiment with ways that we — as an informal network — could achieve the same (or better) benefits that people get from working in great organizations. In particular, we wanted to be more intentional about learning from each other. We called our experiment, Colearning 2.0, a play on the coworking movement.

We explored several things that we could do together, but we settled on doing weekly pair checkins, as Seb and I had done beforehand. There was some reluctance at first. One thing we all had in common was a frequent feeling of overwhelm, and taking an hour out of our week to “just talk” seemed burdensome. Not only did everyone end up finding the experience valuable, there’s a desire to continue the practice and take it to the next level.

I recently spoke with Joe Hsueh about his recent trip to Istanbul. One of the things that struck him the most about his trip was the adhan — the Islamic call to prayer. Imagine being in a bustling city of 14 million people where every day, at prescribed times, a horn sounds and the entire city goes silent. Imagine what it feels like to have that regular moment of collective, silent reflection.

I believe that checkins could be a powerful keystone habit that helps us slow down overall, which ultimately helps us collaborate more effectively. This is a hypothesis I continue to explore.

What helps you to slow down? What’s been the impact of doing so?

Actually, Documenting Is Learning!

Boardthing Screenshot: Learning Via Artifacts

Last week, I published the second of my three-part series of “gentle rants” on facilitating learning in groups. The title was, “Documenting Is Not Learning.”

That piece was widely shared on various social media channels, and it also stirred up some controversy. A few of my close colleagues raised their eyebrows when they saw my title. One of those colleagues was Dave Gray.

On my personal blog, I described how I know Dave, why I respect him so much, and what I’ve learned from him over the years. His credentials — founder of XPLANE, author of Gamestorming and The Connected Company, creator of Boardthing — are impressive, but they don’t do him justice. Dave is a great thinker, practitioner, learner, and teacher. He has a deep understanding of collaboration and innovation, and he is a brilliant visual thinker. These are what his notes look like:

Dave Gray: What Ignites Creative Energy?

He might claim that this is a polished version, but I have seen his “rough” notes, and they look essentially the same.

Dave read my post, and he understood and agreed with my overall message. But he rightfully had a beef with my title, and he called me out on it. I felt like I needed to write a followup post to clarify what I meant, but I thought it would be much more fun to have a conversation with Dave on this and related topics, and to let the content of that conversation essentially become the post.

Yesterday, we spent about an hour talking on a public Google Hangout. (The video of our conversation is below.) To my delight, we had about six people listening in (including my wonderful and wise colleagues Nancy White, Seb Paquet, Beth Kanter, and Natalie Dejarlais), and we all took collective notes using Boardthing. I want to highlight a few points here.

Documenting Is Learning!

In my quest to make my title punchy and provocative, it lost importance nuance. The process of documenting is absolutely a great way to learn for the person doing the documenting. I tried to make that point in my post:

Externalizing our knowledge can be a valuable way for individuals to reflect and internalize, but it’s only valuable for peers and colleagues if they take the time to absorb it.

It’s even more powerful when the act of documenting becomes a collective process, which is what was happening during our conversation on Boardthing.

My rant was essentially about people’s assumptions about why or how artifacts that result from documentation can be valuable for learning. In my conversation with Dave, I shared the three dimensions in which I think about artifacts:

  • Transcriptive. A detailed, chronological capture of a discussion or thought process. The video below is an example of a transcriptive artifact.
  • Interpretive. A synthesis of a discussion or thought process. This blog post is more interpretive than transcriptive, but it’s still somewhat transcriptive. The same goes for the resulting Boardthing from our conversation. (That also gets special status, because it was collectively as opposed to individually created.) Dave’s image, on the other hand, is highly interpretive and not very transcriptive.
  • Evocative. Something emotional that triggers a memory. I told a story about how my photographs from various projects often serve a more useful role in triggering learning than my writing, because they elicit an emotional response. I probably pay more attention to Dave’s idea stream than to other colleague’s because his notes are so evocative.

Focusing too much on the transcriptive and interpretive dimensions of documentation prevents you from designing effective learning processes.

(As an aside, understanding and experimenting with the role that artifacts play in high-performance collaboration is a foundational question for me. I’ll write more about it in future posts.)

Getting Real

Dave and I talked a lot about the nature of learning and knowledge. The truth is that learning is wonderfully messy and contextual, and it’s often done best with others. Attempting to abstract learning into a series of information transactions is not only wrong, it’s harmful.

Dave described how Visual Thinking School (one of the inspirations for Changemaker Bootcamp) came about at his previous company, XPLANE. As an experiment in encouraging more cross-organizational and enjoyable learning, they had decided to designate two-hours a week for people to learn from each other. They wanted to make it optional, but they also wanted to demonstrate a real, organizational commitment to the experiment.

They decided to schedule it on Thursdays from 4pm to 6pm, which meant half of it was during work hours, but the other half was on people’s personal time. They also told managers not to schedule meetings during this time, so that people’s calendars would be clear to attend if they so choose.

Listening to Dave describe the thinking behind Visual Thinking School felt like a case study in how to design effective learning processes. It wasn’t about trying to get people to write down what was in their heads. It was all about creating a delightful space in which learning could happen, facilitating stronger relationships within the company, and focusing on the true nature of craft.

We ended our conversation the way we started — exploring the realities of how we learn. I told Dave about how my parents would always say to me when I was growing up, “We don’t want you to make the mistakes that we did.” Later in my adult life, I decided that I disagreed with this. Sometimes, you absolutely do want people to make the same mistakes, because that can be the best way to learn. You just want to minimize the negative effects of making them.

In response, Dave shared a story about the four kinds of horses that he used to tell to his students who were failing his class:

  • The first kind learns to run effortlessly.
  • The second kind learns when it sees the shadow of the whip.
  • The third kind learns when it first feels the sting of the whip.
  • The fourth kind only learns when the sting of the whip sinks into the very marrow of its bones.

Everyone envies the first kind of horse, but only the fourth kind truly understands what it means to run in the very marrow of its bones. There is something deep and wonderful about that kind of learning, painful though it may be.

Many thanks to Dave for provoking this wonderful conversation and to all of my friends and colleagues who engaged with us on our call and on social media!