Schedule Your Free Time

A quote from Mihayl Csikszentmihalyi of Flow fame:

Ironically, jobs are actually easier to enjoy than free time, because like flow activities they have built-in goals, feedback rules, and challenges, all of which encourage one to become involved in one’s work, to concentrate and lose oneself in it. Free time, on the other hand, is unstructured, and requires much greater effort to be shaped into something that can be enjoyed.

As found in Deep Work by Cal Newport.

Cal suggests we more rigorously schedule our weekends instead of leaving Saturday wide open and figuring it out once we wake up. This doesn’t mean working all weekend, but scheduling your leisure like you schedule your work.

Travels in 2015

San Francisco is an amazing place to live in. But there’s so much in the world to see and so many interesting opportunities elsewhere that travel has become a big part of my personal and professional life.

2015 began for me in Maui. My first time in Hawaii, to ring in the new year with friends, proved to be as relaxing as Hawaii’s reputation promised.

Keynote speeches brought me to places like Cancun, Las Vegas, New Orleans, Nashville, Austin, and Seattle. For fun, I traveled to Turkey (amazing!), Egypt, Copenhagen, Tanzania (safari!), and the Balkans. No bad stops among them.

I was grateful to be included in the American Council on Germany’s Young Leaders fellowship and the Schusterman Reality Tech group in Israel. I got to know Germany and Israel well and became friends with young leaders from both countries. I hope to spend more time in each place.

I spent decent amount of time on the east coast of the U.S., for a wedding in Cape Cod (my first time there) and had extended visits in two of my favorite U.S. cities: Washington D.C. and New York. Closer to home, I was reminded of the never ending desert landscape of Nevada during my first Burning Man experience; the stunning beauty of the California coast at the Post Ranch Inn; and the perfect year-round weather of San Diego.

I’m on nodding terms with Dubai airport now, where I was twice in 2015, including an extended 8 day stint for work. Dubai airport now boasts more annual travelers than London Heathrow. And the city itself is unlike any other.

I ended 2015 — and rang in New Year’s 2016 just a few weeks ago — in Havana, Cuba. Have a great 2016, wherever your travels take you…

Lessons and Impressions from Cuba

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Totally fun to be driven around in this old car.

I spent New Year’s in Havana. Now seemed like an ideal moment to head there. Within a year, there’ll be commercial flights to Cuba from the United States. Tourism will boom. The island will get broadly available internet access. The old cars might be slowly replaced with modern cars. And so on. While great for the people of Cuba — always the most important consideration when contemplating the effects of globalization  — it will make it a less interesting place to visit as a tourist.

Havana is, overall, still quite poor. There aren’t any super luxurious hotels. There aren’t fancy restaurants, and the vast majority of restaurants are still government-owned. There isn’t widespread internet access or cell coverage, and that which exists is prohibitively slow and expensive (even for Americans). Credit cards aren’t accepted anywhere and the ATMs don’t work for foreigners. Outside of the old town in Havana, you see all the classic signs of poverty: run down homes, stray dogs, many people sleeping in one bedroom. One tour guide told us that the government monthly food rations hardly last a couple weeks.

The Cuban government is slowly loosening its authoritarian grip on its people. Just in the last few years people have been able to buy and own real estate. Just in the last few years they can now travel outside the country (other countries are reticent to offer visas but at least it’s no longer the Cuban government that’s the main problem). Just in the last few years international news and entertainment, illegally smuggled in via weekly shipments of USB sticks from Miami, has become de facto acceptable among sophisticated residents. More and more, it seems like Cuba is embracing elements of the market economy.

Some random impressions and lessons from the trip:

  • In the taxi from the airport to our casa particular — an Airbnb equivalent — we drove on smooth, paved streets, with “Hello” by Adele blasting on the radio. I was not expecting to hear Adele within 10 minutes of hitting the road in Cuba.
  • It didn’t take long to notice something different, though. A huge image of Che Guevera was lit up on the wall of one building as we drove into the city. And we began passing old American cars from the 50’s.
  • Cuba was super humid. Welcome to the Caribbean. The sweating was non-stop. Not fun. You take a shower, and begin sweating the moment you step outside.
  • The most crippling effect of the embargo for tourists — which persists, even as Obama has re-instated diplomatic channels — seems to be the stone-age banking system. No ATM machines accept American cards. Long lines to change money. No credit cards.
  • Learning about socialism — even as it slowly weakens under Raul, Fidel’s brother — was fascinating. Our tour guide was assigned a job after college by the government. He received food rations each month. “Why is this building so run down?” we asked someone. “Because the government hasn’t fixed it yet.” Can you imagine a government being responsible for maintaining every building in an entire country?
  • Although Russian cars are still on the road, there isn’t much fondness for Russia in general, obviously. After the Soviet Union collapsed in 89, Cuba’s economy — heavily subsidized by the Russians — plunged into a prolonged crisis. In the 90’s, food was scarce. Poverty rampant. They had to re-build their economy. In the 80’s, English was the language of the enemy. Today, Russian language is rarely heard in schools, and English is the clear secondary language on the island.
  • There are a bunch of fun, obvious tourist things to do in Havana. We had a drink at the Flordita bar, where Hemingway supposedly hung out and where the daiquiri was created. We enjoyed a meal in Havana’s Chinatown — Chinese and Mexican food serve as comfort food abroad for Americans. Hotel Nacional, the old famous hotel that played a cameo in The Godfather 2, sports a nice pool area and good views. Maybe the best thing we did was rent an old American Chevy for an hour, hire a driver, and just drive around in a convertible for an hour, feeling like we were in a time capsule.
  • There are two currencies in Cuba. This will be the source of societal unrest soon: uneducated taxi drivers who are driving tourists around and getting paid in the tourist currency — 25x the local peso rate — are making a lot more money than doctors and lawyers.
  • On the first day, as we hunted for a store from which to buy bottles of water, I asked someone where a supermercado was. Then I realized there weren’t supermarkets in Cuba. When we finally found a small market — filled with mostly generically labeled food — they were out of many staples. “There’ll be beer tomorrow, but not today,” the market owner told us.
  • Thinking of going to Cuba? This Medium post has a lot of good info for U.S. passport holders. It’s way easier than I thought it would be.

One of my beliefs about travel is that there are places that are good to live in, places that are good to travel to, and they’re not always the same place. Los Angeles is my go-to example: great place to live in, not a great place to visit as a tourist. Most poor countries are not especially enticing to live in, but those with fascinating histories, bright futures, or otherwise unique cultures, can be excellent places to spend a week or two as a tourist. Cuba fits in this boat. The recent Cold War-era history is super interesting. The economic structure of socialism is interesting. And the culture is still vibrant: dancing, music, cigars, and a generally friendly people. The locals seem unusually present in the moment since no is staring down at their phones. I found myself more present too, being off the grid for a full week. An unexpected benefit of visiting an unconnected island!

Book Review: Deep Work by Cal Newport

My friend Cal Newport’s new book Deep Work: Rules for Focused Success in a Distracted World comes out on January 5, 2016, and I highly recommend it.

As Cal defines it, “Deep work is the ability to focus without distraction on a cognitively demanding task. It’s a skill that allows you to quickly master complicated information and produce better results in less time.” Deep work is a superpower in the modern economy, Cal argues, as fewer and fewer people possess the ability of going deep. Instead they get lost in a blur of social media and email and other infosnack addictions.

I’m sold on the diagnosis. Deep work — producing the sort of valuable accomplishments that only happen with hard focus over a long period of time — is critical in many industries. It’s an increasingly rare skill, which makes it all the more valuable in those environments that demand it.

Cal’s solution — the “what do you do about this?” section in the book — is bold. Plan your days diligently week-by-week. Go cold turkey on social media. Embrace boredom and train your mind to not require constant stimulation. Among other ideas.

Cal’s strategy benefits from at least two work patterns, which are not universal to all professionals. First, you know what you want to do and what your priorities are. Clarity around a personal mission drives structured work processes. Unfortunately, not everyone is so lucky. Second, you have a relatively structured, not-especially-externally-facing job in which pre-planning is possible, social media absence not detrimental (i.e. you don’t have a boss that insists upon it in order to talk to customers), and so on.

In my long review of The Age of the Infovore, I describe the advantages of a life filled with diverse, “distracting” information inputs, and push back a bit against claims that all distractions are bad distractions. To this end, I won’t be abandoning social media anytime soon.

That said, as social media has expanded deeper and deeper into our lives, I’ve become more and more concerned about my own ability to focus and do deep sea thinking for long periods of time. (How many times have I opened new browser tabs and gotten distracted while even writing this blog post? I’m too embarrassed to say.) What’s more, when I reflect on my accomplishments, I find myself deriving more satisfaction and pride from the things that took a long time to complete and are demonstrably “harder” than average to execute. Publishing books, for example, or building out teams inside organizations. So I find myself more and more drawn to Cal’s thinking. And, even if you don’t accept his prescription wholesale, there are various practical nuggets that anyone can and probably should adopt to be a more effective professional.

Over the years, Cal and I have talked about the thesis for Deep Work many times on walks, over drinks, and on phone calls. To see his thinking evolve and sharpen into this book — the latest in a series of winners — has been a real pleasure. I hope my 2016 involves more deep work.

What I’ve Been Reading

I’ve been flipping through a bunch of books that people have sent me. A few recent ones on my Kindle that I read in full:

1. How: Why How We Do Anything Means Everything by Dov Seidman

Dov is founder and CEO of LRN, a leading corporate learning firm that specializes in ethics and compliance. His book How encapsulates his philosophy of business (and life) very well. It’s a deep examination of what corporate “values” are and why they matter. A few paragraphs I enjoyed (taken out of order):

Roughly two centuries ago, the Scottish philosopher David Hume observed that the moral imagination diminishes with distance. It follows that the moral imagination should increase as the world becomes smaller with the globalization of information and capital. And so it has. We are no longer distant, and therefore we need to reawaken our moral imaginations.

Engagement scores among U.S. and many global workers have tumbled in recent years. I think that’s because we’ve been spending too much time engaging workers with carrots and sticks, and not nearly enough time inspiring them with values and missions worthy of their commitment.

I call it the paradox of success—that you can’t achieve success by pursuing it directly. Inspirational leaders understand that real, sustainable value can be achieved only when you pursue something greater than yourself that makes a difference in the lives of others.

It reminded me of the old story about two guys doing masonry work on a building. The first one, when asked what he was doing, says, “Laying bricks.” The second replies, “Building a cathedral.” Some people see themselves as bricklayers. Angel builds cathedrals. He doesn’t define himself narrowly, as simply a package delivery person

A Swiss person might tend to distrust a South Korean because, in the Swiss person’s view, Koreans don’t respect authority, and that Korean might in turn disrespect the Swiss believing that they do not sufficiently value friendship and loyalty

Metaphorically, leaders don’t show up and tell you perfect time; as James C. Collins and Jerry I. Porras told us so brilliantly in Built to Last, leaders build clocks that keep telling the time whether they are there or not.

2. The Power to Compete by Hiroshi Mikitani and Ryoichi Mikitani

In Tokyo a couple years ago, for the release of The Start-up of You in Japanese, Reid and Mikitani, the founder/CEO of Rakuten, did a fireside chat. I was impressed by Miki’s comments that evening and by his accomplishments more generally, obviously. Rakuten is an internet giant by any standard. But more striking than Rakuten is his total commitment to revitalizing Japanese entrepreneurial culture at large. This short book is a conversation between he and his economist father about what Japan needs to do to win in the 21st century. A surprisingly enlightening book and recommended for Japanophiles.

3. Why Information Grows by Cesar Hidalgo

I couldn’t wrap my head around the overall thesis here but the first half of the book contained some quotable nuggets about innovation, information, and globalization. A few quotes:

There are two pieces of bread. You ate two. I ate none. Average consumption: one bread per capita. —NICANOR PARRA

Today our world is still linguistically fragmented, but that fragmentation is both declining and structured. Twelve thousand years ago, humans spoke an estimated twelve thousand languages. An estimated six thousand languages are spoken worldwide today, but most of the world’s population communicates in a few global languages. And in many important online and offline forums, including Twitter, Wikipedia, and book translations, English has emerged as the “hub” language bridging communication between most other languages.20 As a Chilean married to a Russian, working with students from the United States, Israel, Bulgaria, Macedonia, Chile, Argentina, Germany, and India, I am a living example of the benefits that the existence of a global hub language

Knowledge and knowhow are so “heavy” that when it comes to a simple product such as a cellphone battery, it is infinitely easier to bring the lithium atoms that lie dormant in the Atacama Desert to Korea than to bring the knowledge of lithium batteries that resides in Korean scientists to the bodies of the miners who populate the Atacaman cities of Antofagasta and Calama. Our world is marked by great international differences in countries’ ability to crystallize imagination. These differences emerge because countries differ in the knowledge and knowhow that are embodied in their populations, and because accumulating knowledge and knowhow in people is difficult.

It was in this Q&A that a student asked, “Pep, if we built a team of robots, would you come and coach it?” His reply was short and cunning. He said, and I paraphrase: “The main challenge of coaching a team is not figuring out a game plan, but getting that game plan into the heads of the players. Since in the case of robots I do not see that as a challenge, I kindly decline your offer.” Pep’s answer summarized succinctly one of the main challenges of working with teams of humans. His years of coaching experience had taught him that one of the most difficult aspects of his work was not just figuring out a game plan but distributing the plan among his players.