“Sadness is a Lucky Thing to Feel”

Over the past couple years, I’ve become a huge Louis C.K. fan. I’m almost done with Season 2 of his show Louie, which is amazing. 20 minute episodes packed with comedy and real insight.

In his recent Rolling Stone interview (paywall), he says this:

I don’t mind feeling sad. Sadness is a lucky thing to feel. I have the same amount of happy and sad as anybody else. I just don’t mind the sad part as much; it’s amazing to have those feelings. I’ve always felt that way. I think that looking at how random and punishing life can be, it’s a privilege. There’s so much to look at, there’s so much to observe, and there’s a lot of humor in it. I’ve had sad times, I’ve had some hard times, and I have a lot of things to be sad about, but I’m pretty happy right now.

Agreed. Observing how you feel, not judging it or immediately trying to change it, is a powerful habit to develop. It’s the lynchpin of the Vipassana meditation I practice.

“Negative” emotions like sadness can deepen you. Suffering deepens you. These feelings can be instructive. They can inspire empathy. They can be darkly hilarious. And ultimately, they’re impermanent. As Goenka says, all sensations arise, pass away. Arise, pass away.

Wise people seem to know this: when bad shit happens to you, experience it. Don’t run from it. Don’t run from grief or pain or suffering. Accept it. Observe it. And then observe it leave your body, over time.

My 2007 post Do Only Negative Emotions Count for Depth? covers this theme, and the comments there are excellent. In the five years since, I’m still not sure whether joy really stretches and deepens you. But I am as convinced as ever that sadness does.

“When have you felt really sad?” is an interesting question to ask someone.

Why Are We Kind to Strangers?

The puzzle that is being altruistic and cooperative when it does not serve our self-interest. Why do humans over-tip to a waiter they’ll never see again? Why are people nice to strangers?

Because life is about succeeding in the “repeated games” that are interactions with friends, family, and co-workers. In those games, altruism pays. It pays to be generous, to do favors, to go out of our way–we will see those people again, and the altruism may come back to help us. So, when we are in a “single shot game” — for example, deciding on how much to tip the waiter at the diner on the side of the road in a city far away from home — this cooperative instinct spills over. Our moral intuitions spring from the repeated games that matter most and we inadvertently channel them to all games/situations. We forget when we’re in a one shot game; we forget we could get away with leaving no tip and it not harming us in the slightest. We forget, that is, until we start to think hard about what the tip should be. In one study, people who start reflecting actively on an appropriate level of altruism (say, the size of the tip) tend to end up less altruistic in single shot games, because they take the time to realize their self-interest calls for them to be…selfish.

This is the argument advanced by David G. Rand, who helped conduct the studies, in this excellent Bloggingheads episode with Joshua Knobe. They cover why humans are selfish or cooperative, among other topics in the annals of human psychology and evolution.

You Learn From People Who Mostly Agree With You

There is a romantic idea about conversation, learning, and open-mindedness: “Joe and I don’t agree on much, but we respect each other, and learn a heck of a lot from each other.” If you want to learn and grow, get out of your comfort zone and spend time talking to people who disagree with you and who will challenge you. Right?

Wrong. In fact, you learn more from people who mostly agree with you.

On the Econtalk podcast, I heard this insightful argument made by David Weinberger, which I’ll summarize and riff on here.

The premise: Rarely is your worldview turned upside down in a single conversation over lunch. Rarely is your mind truly blown in an hour. Instead, most learning happens on the margins. A nugget here, a nugget there. Brick by brick you assemble a house of knowledge; you iteratively form and evolve a worldview.

The question: With what kinds of people do you have conversations that lead to an iterative, valuable insight?

The answer: People with whom you agree on 99.9% of issues already.

In order to even have a coherent conversation with someone, you need to share a language, basic values, assumptions, conversational norms. A Creationist learns little about the origins of the world from an Evolutionist. A lab scientist working on a vaccine doesn’t learn much from someone who thinks vaccines cause autism. Nobody learns anything if civility isn’t mutually valued. If these basic table stakes aren’t met — 98% of the game, in my view — there’s no productive conversation to be had.

When you have broad foundational agreement, learning in conversation happens best when there’s still further agreement on the next 1% of possible agreement. Two internet company CEOs who both speak English who are both convinced of technology’s wonders will have no problem at all breaking bread and having a lively conversation. But for learning’s sake, it’d be even better if they agreed on a number of industry-specific beliefs. If they’re aligned on the booming future of mobile devices, for example, then they can dive deep and explore possible disagreement on how to, say, best serve ads to users on an iOS device.

As Weinberger says, “It’s how culture advances. It’s how knowledge advances.” And it’s how individual intellectual growth advances, too. Some of my best, most mind-expanding conversations have occurred with good friends who agree with me on almost everything–but not quite everything.

Bottom Line: Want to learn and get smarter by talking to people? Seek out those who agree with you on 99.9% of things, and then push, push, push at the niche-y, hyper-specific areas of disagreement. It’s not about groupthink; it’s not about confirmation bias. It’s about learning on the margin.

(Photo: Search Engine People blog, Flickr. This post originally appeared on LinkedIn.)

When to Obsessively Focus and When to Court Serendipity

Cal Newport writes a lot about the importance of hard focus to produce meaningful accomplishments. I write a lot about randomness and serendipity. A reader of both of ours, Nitin, wrote to Cal to ask whether our emphases are in conflict. Their email exchange follows:

Cal: I tend to our two different foci as complementary. I tend to write about the core underlying philosophy of remarkability: mastering valuable things. Ben’s book does a good job of capturing all the tactics and strategies that orbit such a quest.

Nitin: I agree that your and Ben’s views can be complementary. But I also think there are time tradeoffs. When I think of people who are focused on creating phenomenal products (or when I read about Steve Jobs), it seems that those people single-mindedly and obsessively focus on shipping product. I cannot imagine them e-mailing strangers or seeking randomness. Those people want to ship their product and a minute focused on anything else is a minute not focused on shipping.

Cal: The counterpoint is that serendipitous networking is pretty common among super high achievers (think Einsteins frequent meetings with mathematicians). I think the occasional conversation with other experts in related fields is not the thing keeping people back from focusing on shipping. It’s more things like working on multiple projects, or spending too much time on distraction, etc…Sort of thinking out loud here.

Nitin: Yes…now that I think more about the people I know. They are strict about no distractions, but also frequently collaborate with very smart colleagues within their trusted network. (I am thinking about developers frequently asking questions on forums and making contributions to open source projects and reading academic papers in related fields to learn about the best ideas.) I think they can be complementary. 🙂

Spending time on hard focus and spending time on serendipity are both important things to do, but perhaps not with equal emphasis at the same time. I believe different stages of your career call for different tempos in this regard. For the past couple years, for example, I’ve been more in “focus” mode than “serendipity” mode, going deeper on fewer things and feeling less interested in meeting new people and exposing myself to randomness. That’s because the projects on my plate right now are so compelling (to me). The balance will surely shift back when I’m at a natural transition point. To be sure, I never dial down the serendipity to zero — when I’m in “focus” or “maker” mode the proactively serendipity seeking probably consumes 10-20% of energy cycles, and when I’m in explorer mode it’s more like 40-50% of cycles.

How to Make Past Experiences Meaningful

Recently, I attended a birthday party in Las Vegas.

On Saturday morning, we rented a cabana at a day-time pool party scene that supposedly is the place to see and be seen in Vegas during the day. We had a good time. The sun was out, the people watching was lively, the food and drink were flowing. It was fun, but also expensive and a bit overcrowded. When I left the party, I gave it a 6.5 out of 10 on the fun scale (taking into account the $$$ required to get in).

Then something interesting happened. Later that night, the group of guys on the trip assembled around the dining room table in the birthday boy’s hotel suite. While eating pizza, we spent 90 minutes informally sharing our memories of the day. “Remember when….?” “Wasn’t it crazy when….?” “Can you believe….?” “Check out this photo of….” We immortalized certain phrases and performed reenactments of key exchanges. Embellishment of detail served the larger mission of hilarity. “That one girl ate a lot of our chips” became “That girl who parked herself next to the bar and stuffed her face full of nachos.”

By the time the pizza boxes were emptied out, the pool party earlier in the afternoon seemed positively epic. I felt closer to the people with whom I had shared the experience. And those feelings persist today.

Happiness research is clear: buy experiences, not things. Experiences make us happy in part because experiences often generate vivid memories, and memories we can recall over and over with pleasure, whereas we quickly adapt to purchased goods like a new car or house.

At the birthday party I was reminded that buying experiences is a start, but we want those experiences to be meaningful. Humans crave meaning. And we will do what it takes — which includes deluding ourselves slightly — to assign meaning to the events in our lives.

One way to do this is through a social process of collective remembering. You can backdate meaning to experienced events by doing postmortems, debriefings, retellings, memory sharing.

So yes, buy experiences over things. (Preferably experiences involving other people.) And keep in mind that for those experiences that’ve already occurred, it’s not too late to make them meaningful: get a group of friends together, and walk down memory lane…