The Introspective CEO

Its that time. Time for the end of the end of the year reflective posts.

Before I moved back to California a few months back, I saw a therapist once a week for more than 6 years. Its a fascinating process. For me, the process went something like this:

me: So, this happened.
therapist: how did that make you feel?
me: It didn’t. It just happened.

Then I would leave and I would spend days thinking about how I actually felt. How that action/situation truly fit in my life. What I did. What I didn’t do. What happened. Why it happened. What the alternatives were. I would review, reflect, dissect, recombine, and connect. That personal cycle was mirrored professionally, where I explore and try to understand my actions and the actions of others vis-à-vis Graphicly.

For the past several months, I have not had that weekly meeting. Things still happen. I still reflect.

But, I have come to realize that being introspective causes much more difficulty than it solves.

As a person, introspection leads to overanalyzing. It adds complexity to what might be a simple situation. Is it important to understand why things happen? yes. Is it more important to accept that things happen and moving on? yes.

Professionally, introspection can be a catalyst for fear and inaction. The review of each step, forcing a complete understanding of why things happened, creates a culture of inaction. How should startups work?

ceo: So, this happened. Was is good?
team: no
ceo: ok, how do we fix it?
team: this way.
ceo: cool. do it.

I recently read that Dennis and Naveen of Foursquare have a 5 year product roadmap. Is it true? Probably. First time I met Dennis at SXSW (08?), he was talking about foursquare.

Why does that matter? Because there is no need for introspection with that type of vision. There is only a need to ask one question: “Does what we are doing NOW help us get to THEN?”

Introspection is about the past, and while its certainly important to not repeat past mistakes, the best way to ensure that doesn’t happen in hyper-accelerated startupland is to NOT DO THE SAME THING.

Its certainly ironic that I am being introspective about being introspective. But, for me, who spends a lot of time inside my own head, taking time to step outside of my own thoughts and refusing to be pulled back into the often melancholy world of reflection is extremely difficult. For me, 2012 is about action. Its about putting the act of giving more central to my core, rather than have it continue to be a hobby.

Introspection, in being an academic exercise, is the enemy of action.

Be great this year by doing great things. Its simple. No introspection needed.

The Intermission

The man to the left is my grandfather. My grandmother used to say he looked like a movie star from the 1950s. He worked for one of the five richest men in the world. A man so rich and powerful that he once was on the cover of Time magazine for brokering arms between Israel and China. I still have the solid gold Dupont lighter he got on his retirement.

The man on the left was born in Romania, and was interned in a forced labor camp during WWII. He and a friend bribed their way out of the camp and then escaped towards Palestine, only to be detained by the British in Cypress. While in Cypress, he served as the translator for the British because he spoke English the best. He prided himself on how well he spoke English. While translating for the British, he helped the prisoners steal butter to protect their skin as they swam several miles out into international waters where a ship waited to take them to Palestine. Once in Israel, he settled at kibbutz Dafna, where he met my grandmother and got married, and later when my mother was born, they named her Dafna.

You would never have known this man had has these experience. I once asked him why he didnt talk about those days. “Why should I talk about those days?” he answered, “today is much more fun.”

When I was 13, I decided I wanted to spend the summer with my grandparents in Israel. They lived just outside of Tel Aviv, and staying with them for 2.5 months and getting to see the country was something I dreamed of. Over the course of the year, I worked as hard as I could to save enough money to go. My parents didnt have much money, and the $1200 for the plane ticket was a lot of money. So I worked. My mom and dad saved. And we got enough to go to Israel.

That summer, I created an enormous amount of memories, from the gigantic cockroaches that flew into my grandparents flat; to floating in the Dead Sea; to photographing a pickpocket in action in the Carmel Market. My mom made my grandmother swear to not allow me to “roll off the plane” when I got back, so my diet consisted of plain yogurt, seltzer water and glass noodles — both because my grandmother would not feed me, and because she was the worst cook in the world.

Tel Aviv in the early 1980s was an interesting time. Israel had just invaded southern Lebanon, Jews from Ethiopia and other members of the diaspora were pouring into the country. The currency was in shambles, and the country was in the midst of an election.

My grandmother dragged me all over the country. We saw and experienced everything. It was amazing. The first day I got to my grandparents flat, there was a brisk knock at the door and in Hebrew a voice called, “Is the American boy here yet?” Spending the days playing games we invented with apricot pits with the neighborhood kids was just icing on the cake.

Through it all, my grandfather was his quiet self. Then one day, he asked if I wanted to see a movie. He got dressed in a jacket, tie and a fedora, put a pack of cigarettes in his pocket and shepherded me out the door. We walked to the bus and sat silently as it wound through the Tel Aviv streets.

He stood as we reached our stop and reached out for my hand. We left the bus and walked another block or two to the cinema. As we arrived, I looked up and saw that we were going to see Against All Odds. As a 13 year old boy, lets just say, I was very excited to see it.

As the movie started, there were ads prior to the movie, and everyone in the theater began to smoke cigarettes, and as the movie progressed, it felt so much like it must have been to go see a movie in the 1960s when everyone wore suits and dresses, drank whiskey and smoked.

About half way through the movie, there was an intermission, and while he bought me candy and a coke, he told me of the story of his time in Romania before the war. I had never heard the story, but knew it was something that he didnt normally share. I said nothing. I asked no questions.

The curtain raised and the movie continued, and I sat back and thought about my grandfather. He worked for one of the richest men in the world. A man so rich that he owned a building called the Asia House in Israel that had blue mirrors on the ceiling to simulate water. He dealt with the horrors of the second world war.

And despite it all, he found a woman that he loved and married for more than 50 years, and had two wonderful daughters.

As I settled back in to watch the second half of the movie, I smiled.

Just Perfect Enough

Today I started playing with The Eatery, an app by Massive Health. After a few minutes with it, I realized it was finally the one “food photo” app that I would be using regularly.

How could that be, given the night before at dinner I went on a rant about the fact that no food photo app – not Foodspotting, not Forkly, not any of them – would ever enter the mainstream enough to be interesting.

“It just doesnt integrate into my daily work flow. Its an occasional use app, which means I have to remember to use it. I dont *want* to use it. It doesnt beg me to use it.”

Yet, The Eatery proved me wrong for two reasons. One, it makes me *want* to use it because I want to see if I am eating as healthy as I think I am, and I trust my friends to score my food appropriately.

Two, its perfect enough.

In the world of low-cost startups, where the ability to launch apps makes startups a dime a dozen (and dozen and dozen and dozen), and methodologies like Lean Startup reign, we have developed into a “just launch” culture.

After all, it’s a Minimum Viable Product, right?

In believing that a cycle of launching –> customer development –> iterating –> launching is the way to get to success, we forget that the important part of that cycle is not the launching, but putting ourselves in the place of the customer and solving their problem.

Its that fundamental aspect of building a big special company that we have forgotten somewhere along the line. We are enthralled about the latest Techcrunch article about our coolest feature that just launched or that some app now has 12 million users. We compete on having the greenest grass, and stopped competing on having the strongest solution.

For most people, taking pictures of their food is just not a problem, but understanding the value of what they are eating is a real, huge, defined problem. And by Massive Health focus on the type of information provided in the feedback loop they will have a hit on their hands. (Instead of getting “wow that looks great!” which validates your status as a “foodie” — and is an ego boost among your friends; Massive Health is getting “wow you made a good decision” which validates your decision to do something good for you — and makes your friends feel good for helping out.)

Is The Eatery the perfect app? No, the onboard is a bit much, and the friend management blows. The analytics are a good start, but leave much to be desired. Rating takes a few clicks too many, and some functions carry no descriptions. Yet, by keeping in mind the problem they are solving, the actions they wanted users to take, they have built an app that is just perfect enough.

I implore all founders to stop what they are doing for the next 60 minutes and ask “what problem are we solving?” and more importantly, “does that problem really matter?”

Big businesses are built on the ability to 1) make people feel good about themselves; 2) magically. Not if you have the largest, greenest lawn on the block.

Nice work Massive Health, you have inspired me to re-focus on whats important. Our users.

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