“Failure” Is Part of the Game

One of my favorite work maxims is: If you’re not fucking up, you’re not trying hard enough.

I try to drive this home with all of my teams in all of my projects. But what does it actually mean, and how do you actually create a culture that encourages this?

Baseball offers some beautiful insights into this. In baseball, if you manage to hit the ball successfully 30 percent of the time over the course of your career, you are considered a great hitter, quite possibly a Hall of Famer. That means you’re “failing” 70 percent of the time. But no one thinks of it that way, because hitting a tiny baseball coming at you at 90 miles per hour from 60 feet away is freakin’ hard.

If you’re going to adopt this attitude in your own work, you have to be clear about what a good success rate actually is, and you have to celebrate when you achieve that rate. In Silicon Valley, for example, most VCs are in the high-risk, high-reward business. Many VCs cite a 10 percent hit rate as success. If they hit that rate, they celebrate.

With some of my projects, I go so far as to add, “Failure of effort” to my checklist of success. For example, in my second Changemaker Bootcamp pilot, I had one workout that went horribly awry. I actually checked that off as a success indicator, because it gave me confidence that I was really testing the model rather than playing it safe.

The other important thing to do is to differentiate between different kinds of failure. I like to think of it as failure of neglect versus failure of effort. One of my favorite coaches in baseball always says that he’ll never complain about a player getting thrown out trying to steal, because it’s a failure that stems from effort, not neglect. (Stat geeks object vociferously to this strategy, but that’s a topic for another day.)

With my teams, I try to go out of my way to reward people for failure of effort, because I want to encourage people to follow their instincts and take risks. I’m not always good at this, especially in high-stakes situation.

Last July, we had a terrible Delta Dialogues meeting, which was documented in our final report. There was one moment in particular when one of the facilitators advocated strongly for a particular move that the rest of us did not feel good about. I supported it anyway, because I understood his reasoning and because he felt so strongly about it. The move didn’t work, and he felt awful about it.

In our debrief, I tried to state as clearly as possible that, if I had to do it again, I would do exactly the same thing. We were dealing with a lot of complexity, and we had to make strong moves if we were going to be successful. That meant we were going to make mistakes, and we needed to be okay with mistakes of effort. I wanted my teammate to understand that I supported him and believed in him, and a mistake of effort wasn’t going to change that.

Still, I’m not sure I conveyed that message successfully, because I was absolutely dejected by the overall outcome, and I was probably sending very mixed messages. In particular, I didn’t think we had prepared adequately for the meeting — failures of neglect — and I was very angry about that.

In the end, it all worked out. We were ultimately honest with ourselves about what we controlled and what we didn’t, and we made a lot of adjustments based on what had happened. In a followup meeting two months later, my colleague made the exact same move. This time, it was perfect, and that meeting ended up being the best one of the whole project.

The key to doing anything hard is to strive for perfection, but to expect a certain amount of failure. In practice, this is hard, especially when you’re a high achiever used to a certain level of success. Your ability to embed this mindset into structures (such as your success checklist) will help you do this more effectively, but at the end of the day, it’s all about practice.

Projects as Experiments

99u had a nice piece last week on treating your side projects as experiments. It essentially makes the Lean Startup point that framing it as an experiment makes the end goal is learning. “Failure,” if it leads to learning, is actually success.

I had started framing things this way with clients toward the end of Blue Oxen Associates, and we refined that approach at Groupaya, both internally and with clients. It’s also how I’ve been managing my current work transition, and it’s been a super helpful framing.

I’ve found five keys to making this experimental approach work:

  1. Declare your hypothesis up-front. Be intentional, but hold it lightly.
  2. Figure out what metrics to track. Again, hold these lightly. You will almost certainly discover better ways of measuring throughout the course of your experiment.
  3. Commit to a beginning and an end. This is particularly important, and shorter periods work better than longer. (You can always have many shorter experiments.)
  4. Write-up what you learn.
  5. Track all your experiments. I use a digital kanban board (a tool called KanbanFlow) to track my experiments, but I’ve actually been thinking about migrating to paper.

This provides  just enough structure to allow you to carry out your experiments systematically without overwhelming them with process. More importantly, it forces you to create time to reflect and synthesize your learning, which increases the chances of that learning actually sticking.

Lean Social Entrepreneurship: Lessons from Changemaker Bootcamp

My plan for figuring out what I want to do next consists of:

  1. Going slow. Giving myself time to rest, reflect, and play.
  2. Listening. Trying to understand the challenges that changemakers are facing, and learning what cool things others are doing in the world.
  3. Experimenting. Learning aggressively, and sharing what I learn openly.

I’ve been applying the principles from The Lean Startup as a way to carry out my experiments in a disciplined way. I’m also determined to do my experiments in an open way, so that people who are curious and motivated can see what I’m doing and learn from every step and misstep along the way.

My primary goal is to figure out ways to scale collaborative literacy. My hypothesis is that information is a less critical need than experience.

There are a thousand books, articles, and blog posts that correctly outline the skills and mindsets that changemakers need to be successful. There are also top-down trainings focused on delivering information. On the other end of the spectrum, there are leadership development programs and other kinds of retreats. Finally, there’s coaching, which is the closest thing out there to supporting the kind of practice I’m talking about.

There’s a huge gap in the middle for what I’m calling balance bikes for changemakers — safe opportunities to practice real skills repeatedly with real-time feedback.

My initial experiment has been Changemaker Bootcamp. It’s designed to be a safe, structured place for changemakers to get more intentional about the work that they’re doing and to practice skills needed to work skillfully with groups.

My role is guide, not teacher. I’m designing workouts that do not require an “expert” to do, just as you don’t need an expert to teach you how to run. I’m also sharing those workouts openly, so that people can do them on their own, organize their own workouts, or even start their own bootcamps. This is part of my strategy to scale, which is to start a movement rather than attempt to own a market.

If I do decide to try to build a business around this, I see this openness as a differentiator rather than an obstacle. People appreciate an ecosystem, community-oriented mindset, and I believe my experience and reputation will draw plenty of great people. (It behooves me to prove the latter.) This is the Internet-equivalent of a platform play, except without the subversive creepiness around monetization and privacy.

I’m now on my second iteration of my experiment with Changemaker Bootcamp, and I’ve been keeping detailed notes of what I’ve been learning on that website. Here are some metanotes about what I’ve been learning and about my process overall.

Practice Works

Practice indeed works. I’m trying to be more disciplined about quantifying impact, but thanks to the weekly feedback loop, I can see firsthand people developing skills that they are immediately putting into practice.

This work feels fundamentally different than any of my consulting projects ever did. As a consultant, I focused on crazy, complex projects that benefited from my unique experience. I was applying my college-level skills toward a specific goal, while also trying to help my clients move their own skill levels from junior high to high school.

Now, I’m removing myself from the equation. This is about helping others go from second grade to third, from third grade to fourth. No shortcuts. But by moving slowly and deliberatively, I think I can have a much greater impact.

Frankly, even though I worked with top leadership on my consulting projects, I feel like I have more leverage helping the changemakers I’m helping now. It doesn’t sound as sexy as working on California water issues or leading a culture change process for a global biotech Fortune 500 firm, but it feels more meaningful. I’m loving it!

Minimal Viable Product, Working Openly, Building Ownership

Being disciplined about Minimal Viable Product is challenging. I’ve had to be very focused about what I’m trying to learn, and to move even before I feel ready. In the two bootcamps I’ve done, we’ve had four different locations, and we’re moving to our fifth location next week.

The workouts are still rough and will need many more iterations before I feel confident about their effectiveness and replicability. But that’s the point. I wouldn’t be able to refine them by simply thinking really hard about them. This is practice for me, and it’s what’s allowing me to refine the model.

The website is well below my standards, but it’s serving its purpose as a vehicle for sharing learning, and I’m getting a remarkable number of newsletter subscriptions. (This is further evidence of how we often throw away money on aesthetics rather than being laser focused about what we actually want our websites to do.) Working through these iterations has helped me shift my design priorities to things that I think will have a higher impact.

The biggest returns have been from working openly — making my participants and my followers partners in my experiment. It’s easy to feel self-conscious about wanting to deliver value, but my participants seem to appreciate that I’m practicing with them and that I don’t know whether this is going to work. Simply by participating, they are helping me, but they’ve all gone above and beyond that, finding different ways to support what I’m trying to do. I don’t know that this would have been the case had I been proprietary about this process or if I had tried to project an aura of polished expertise as opposed to incomplete learning.

Market Questions

Last month, I surveyed my network to try to better understand the obstacles that changemakers are facing. (I’ll publish a full synthesis next week.) Only two out of 107 respondents even mentioned the word “practice.” No one’s been clamoring for something like Changemaker Bootcamp.

I’m essentially trying to define the market, which is a high-risk, high-reward place for an entrepreneur. It’s contingent on me to explain my vision clearly, to connect it to the real challenges that people are experiencing, and to see if people find it compelling.

I’ve been relatively quiet about recruiting participants, as I’ve been focused on a specific demographic (currently in an organization, but no C-level or executive leaders). I’ve managed to find enough participants for my initial experiments, but I’m nervous about my ability to recruit participants at a wider scale once I start doing this “for real” (probably the next bootcamp) with a fixed price and many more available spots.

My sample size is way too small to draw any conclusions, but there have been two noticeable patterns. First, of my six participants so far, one comes from a social venture, the rest are from nonprofits and philanthropy. I think this work is hugely beneficial for businesses in a way that translates into profit as well as impact, but I haven’t drawn that crowd so far. I also think the bootcamp would benefit from that diversity of experience.

My friend, Justin, has correctly pointed out that my language is very social-sector oriented. For example, people in companies don’t necessarily identify with “changemaker,” even if that’s exactly what they are. I’d rather not do a focused offering specifically for for-profits, but I may have to explore that.

Second, all of my participants have been women. I’ve had one man apply, and a few others express interest, but it’s been predominantly women. There are probably reasons for this, and my sample size is too small to draw conclusions anyway. The bigger question is, what have I learned from this?

In this bootcamp, my participants have mentioned multiple times how great it is to be in the space with a great group of women. I’m wondering whether I should be more intentional about marketing this toward women or even doing women-only offerings (which again, I’m reluctant to do). I had actually been thinking about giving all of my participants — men and women — copies of Lean In, so maybe the universe is trying to tell me something.

Focus, Focus, Focus

I have a long list of experiments in mind, but I’ve been forcing myself to focus on one at a time. That’s counter to my personality, but it’s been a very positive discipline, and I think it’s really helped Changemaker Bootcamp evolve.

I’m about ready to try a second experiment, however. The challenge for me, as always, is to focus on just one, and to take it slow.

If you have thoughts on what I’m doing now or what I should do next, post them below!

Kangaroo Court: A Tool for Constructive Feedback

One of my personal challenges at Groupaya was not overwhelming my team with negative feedback. I was generally proud of the quality of my team’s work, and I think I was decent at expressing that pride in the form of positive, constructive feedback. However, I also generally had a long list of nitpicks, and I never felt the need to hold any of that back. In my mind, my positive feelings far outweighed my criticism. However, I often had difficulty communicating that.

My friend, Alex Kjerulf, is a happiness guru, and he speaks often about negativity bias. Humans are biologically more attuned to negative than to positive feedback, between three-to-five times as much. To compensate for negativity bias, you need to share positive feedback three-to-five times as often as negative.

I tried to do this, and I was sometimes even successful, but there was a deeper issue. Rebecca Petzel once said to me, “You’re the most positive person in the company, but somehow, your negative feedback stings more than anyone else’s.” My problem wasn’t necessarily quantity, it was quality.

I tried a lot of different things, and nothing seemed to work well. Out of desperation, I decided to invent a game inspired by kangaroo courts.

Kangaroo courts are essentially arbitrary forms of justice. In government, they describe a corrupt judicial system. In sports, however, they’re used as a way to enforce unwritten rules and to build team camaraderie.

A team’s veterans are usually the arbiters of justice, although the coaches sometimes play this role as well. Veteran leaders might fine their teammates for something ludicrous, such as wearing a really loud tie, but they also dole out justice for disciplinary reasons, such as showing up late to practice. Fines are often used to fund team parties.

I decided that Groupaya needed a kangaroo court. If I could attach a number to my feedback, then the magnitude of my feedback would become more clear. For nitpicks, I would dole out small fines. For major problems, I would dole out larger ones.

Given that we were not as liquid as professional athletes, I figured that an arbitrary point system would serve our purposes. Since we were using points instead of money, I figured we could actually reward people as well as penalize them. Since we had a flat, collaborative culture, I decided that anybody in the company should be able to both dole out and take away points. And if we were going to go through the effort of giving and taking points away, we might as well keep track of them.

On June 13, 2012, I created a page on our internal wiki outlining the “rules” of the game, and I announced the game on our internal microblog. I then modeled the game by docking two points from myself, one each for misspelling two people’s names in different places. (This is a huge detail pet peeve of mine, given that we’re in a relational business.)

The game lay dormant for a few days, then on June 17, 2012, I gave and took away points four additional times:

Eugene: +5 to Kristin for her June 14 addition on Charter markers to the Groupaya Way wiki. It was great information, and it showed that she’s developing an instinct for how to use wikis in-the-flow. Love it!

Eugene: -1 to Kristin for being overly motherly with Rebecca

Eugene: -1 to Rebecca for comparing me and Kristin to her parents.

Eugene: +1 to Eugene for unintentionally conceiving of a way to get people to learn how to use the wiki.

Out of the six times I delivered justice, three were “real,” and the rest were jokes. Two of the three “real” instances were me penalizing myself, and the other was me awarding points rather than taking them away.

At this point, our ops guru, Natalie Dejarlais, figured out what was going on, and contributed her own dry sense of humor:

Natalie: +1 to Rebecca for not comparing me to her parents.

Rebecca and Kristin Cobble, my Groupaya co-founder, were mystified. Rebecca, ever the competitive one, was miffed that she was down a point in a game that she hadn’t signed up for. Keep in mind, all of this was happening online. We had not seen each other or talked over the phone, so I had not had the chance to explain the game verbally.

Shortly afterward, I left town for a client, and while I was gone, Natalie explained the game to Rebecca and Kristin at coworking. They got it, both started playing, and the game took on a life of its own. Everyone played. We gave and took points away from each other and ourselves about 40 times a month.

Lots of them were silly, where we were simply goofing off and having fun with each other. Many were concrete and substantial. Unexpectedly, the vast majority of these were positive. I had designed the game to be a safe way to give negative feedback, but it had emerged as a way of celebrating each other’s successes, of tracking what we were doing well, and of lightening the overall mood.

At some point, I decided that the points winner each month should win a trophy (a Surfer Obama bobblehead doll I picked up in Hawaii along with a tiara that Natalie contributed to disincentivize me from trying to win) and that the points would reset each month. We had a monthly awards ceremony, where Natalie would blast the theme song from Rocky, and Kristin would pretend that she didn’t love Surfer Obama. (When she finally won, she confessed her true feelings.)

The game had its desired effect in terms of improving the overall learning culture in our organization, but its most important contribution was joy and humor. I often pondered writing a mobile app so that we could extend the game to our larger network, as we often found ourselves granting points to our external colleagues and clients, who never got to actually see them (or, more importantly, win Surfer Obama).

I’m strongly considering introducing some variation of the game into Changemaker Bootcamp, as I’m looking for creative ways of introducing more concrete feedback so that participants can track their progress. Amy Wu, Groupaya’s brilliant designer, recently told me that she had adapted the game for her kids to great effect. If you decide to adopt or adapt the game for your team or organization, let me know in the comments below! I’d love to hear about it!

Beginner’s Mind and the Pace of Learning

Earlier this week, I was watching videos of some of Groupaya’s strategy meetings last year. I was looking for video clips of interesting group dynamics that I could share at Changemaker Bootcamp, but I found myself instead reliving some challenging moments from last year.

Rebecca had set the tone of that meeting by having us celebrate our highlights. This was a good thing, because I spent most of the rest of the meeting talking about what I thought we were doing wrong.

In the midst of my meeting-long, blistering critique, I emerged from my agitation to express a momentary, but authentic feeling of self-compassion and perspective. I said, “I’m not actually unhappy about where we are right now. I think we’ve accomplished some amazing things. I just have to keep reminding myself that this is marathon, not a sprint. If we have to adjust some of our expectations accordingly, then let’s do it.”

Kristin let out a visceral sigh in reaction to this, so much so that I was taken aback at first. “Thank you for saying that,” she said when I looked at her questioningly. “That is so true.”

As it turns out, she had been carrying the same weight that I had, already heavy from her own expectations and exacerbated by what I was adding. “When you run a marathon, you take water from the water station, and you take a moment to replenish yourself,” she said. “You can’t finish otherwise. When you sprint, you don’t have time for that, but you don’t need it either.”

Starting Groupaya made me a much better consultant, largely because of moments like these. It’s easy to say stuff like this to others, but it’s incredibly hard to do in practice. When you are a doer who feels urgency — self-imposed or otherwise — you pressure yourself to go, go, go. Sometimes it’s merited, often it’s not. It takes a tremendous amount of discipline to maintain a sense of perspective, to manage your expectations accordingly, to push yourself without killing yourself, and to take the moments you need to replenish.

Now, I find myself at an interesting confluence where I’m needing to take these lessons to heart and where I’m relearning them all over again.

My one leftover project from Groupaya has been helping the Hawaii Community Foundation with a culture change process. I often complain about how foundations don’t move fast enough, and so I find myself in an unusual position of constantly reminding the great folks there to slow down. It’s been a new challenge for me to think about designing water stations as part of my process, giving my client a chance to replenish while reminding them that there’s 20 miles still to go.

Similarly, Changemaker Bootcamp has been a revelation for me. It’s really helped me understand what I know that is valuable, and what I’d like to help others learn. Figuring out how to stage that has been a huge challenge.

What’s unexpectedly helped me throughout all of this has been my photography class. Our teacher, Lauren Crew, runs a very loose class, focusing on immersion and discussion. I love to learn this way. It plays to a lot of my strengths, but it can easily get overwhelming. Every assignment feels like a huge stretch, and you become viscerally aware of what you don’t know and what you can’t do.

Despite everything I know about learning and pacing, despite the confidence I have in my ability to learn, and despite the joy I get from being immersed in a learning process, I have felt a lot of doubt and self-consciousness throughout this whole process (and it’s only been two weeks). What the heck?! I’m a beginner taking an extension school class with a bunch of other incredibly nice beginners with a great, supportive teacher. Why am I getting frustrated at not taking Pulitzer Prize-caliber photos every time I click on the shutter?

Our assignment this past week was about fear. Lauren has encouraged us to start each assignment by being literal, but because of my outsized expectations, I’ve had a lot of difficulty doing that. It’s required a lot of discipline to stop conceptualizing and to start shooting, to recognize that being iterative will work much better than obsessing about perfection on the first try.

I wanted to capture my fear of being placed in a box, of being artificially labelled and constrained. (This explains a lot about my career choices.) A visual that came to mind was the fountain in front of the Embarcadero Center, which consists of lots of boxy tunnels contorting in all sorts of directions. I had wanted to recruit a friend to be a model, but my limited schedule was going to make that very difficult. Besides, it made more sense for me to be in the picture, since this was about my fear, so I decided to do a self-portrait.

I shot for about 20 minutes, and I felt anxious the entire time. I had wanted to come on a foggy morning, but the best opportunity I had was in the middle of the afternoon when the light can be challenging. There were waterfalls everywhere, which limited where I could place my GorillaPod and compose my shot.

The absolute worst part of that whole experience was being my own model. I wasn’t just posing for a cheesy headshot. I was contorting my body in ways that are not flattering, and I was doing it repeatedly, since I had to check the shot and set it up anew each time. To make matters worse, there were several people there taking photos of the fountain, and it seemed like every one of them stopped what they were doing to stare at me.

I’ve been intentionally learning in public, posting my photos on Flickr for all to see. I got a shot that was fine for classroom purposes, but I felt incredibly self-conscious about sharing this particular one publicly, something that hasn’t generally been an issue for me. Part of it was that I didn’t feel like I had successfully executed my vision, but the bigger part was simply not like to see myself in this picture.

Still, I forced myself to push through the discomfort and share. On Facebook, my friends (as usual) expressed support, but my friend, Justin, also asked me to go into more detail about what I was unhappy about. In response to my critique, he decided to play with the image on his own to see if he could get it closer to my original vision.

My original picture is on the left, Justin’s version is on the right. You can see how he manipulated the photo to create a much greater sense of being boxed in while also drawing out the details in my face. He also shared the exact Lightroom settings he used, so that I could replicate his changes and build on them.

Despite all my anxiety, here’s what I loved about this whole ordeal:

  • I loved the feeling of making progress, to know that I’m getting better. To even be at the point where I have a vision for a photograph is huge progress. Furthermore, I understood how to manipulate my camera in ways that I didn’t even a few months ago.
  • I loved the feeling of challenging myself, of living in my discomfort. This process of stretching myself and of being uncomfortable is what’s going to make me better.
  • I loved how learning in public brought much needed support, but more importantly, new insights and a better product. Ward Cunningham often describes the essence of wikis as putting something out there and coming back to it later and discovering that someone has made it better. This experience is not just limited to wikis, and if you’ve ever experienced this firsthand, you know how wonderful and addictive it is.

Learning can be a joyful process, but it can also be a brutal one. My photography class has reminded me of both of these things, and it’s made me much more conscious about how better to support learning, both for others and for myself.

Photo (top) by Dominik Golenia. CC BY-ND 2.0.