Recently, I was putting together a project proposal for a client when I stumbled across a fairly common problem. Embarking on a new venture, for any startup, is risky, but for tech startups, perhaps, the risk is hedged by relatively little overhead and a short timeline to development. After all, a new website can be built in a year whereas a new farm…you get the point. In any event, the problem I stumbled across was the tendency for tech entrepreneurs in general to be impulsive–aware of the risks yet addicted to the high of winning to the point where they lose their sense in the process. This psychological tipping point is what is known in poker as “tilt”–an emotional state that impairs rational thinking and turns an otherwise good player into a gambler.

I’ve been playing poker a lot more in the last two years, both as a form of entertainment and as a serious academic study. Poker, in its most common variant, Texas Hold’em, is not a game of blind luck: it is a game of skill, intelligence, strategy, risk and reward. If played correctly–as one in ten players do–money can be made consistently in the long run. Like in any other field, only a few master it enough to be a professional. There is no such thing as a perfect player: the best players in the world play each other frequently and trade losses.

In entrepreneurship, a lot of lessons can be derived from poker, in what to do and what not to do. How is poker like entrepreneurship? First of all there is the nature of the hole cards themselves, and how absolute certainty in any poker hand is impossible. Instead, a player must rely on his experience, instinct, and a degree of measured, calculated risk to win money (ROI) on his buy-in (investment). There are different types of poker players, just like there are different types of entrepreneurs. They are loose (risky) and tight (cautious), short stacked (poor) and deep stacked (rich). An investment in a poker game means a chance of failure and loss, but also promises its own much greater rewards.

Many poker players I have encountered at the tables are commodities traders or entrepreneurs–this is not a coincidence. Indeed, the same type of thinking applies to both types of people: people who are risk takers, gamblers, but also thrill seekers and optimistic–maybe even a bit greedy. These traits make successful people, but they can also cause ruin. That’s why professionals and poker players alike recommend that you don’t depend on entrepreneurship or poker as a primary source of income unless it is already a consistent source of income for a year or more. That way, you are not risking ruin if you fail.

midVentures does not endorse gambling (our lawyer told me to put that in). However, I believe that if played correctly, poker is not gambling, but a game of skill. After all, there would be no such thing as a professional poker player if it weren’t possible to master the game! (Meanwhile, there is no such thing as a professional roulette or slots player.) At the same time, most people who play do not do it correctly, and lose money. They play like gamblers and lose like gamblers.

The number one lesson for entrepreneurship from poker is this: Don’t lose your head. The best poker players can be undone by a loss of psychological control. Likewise, don’t let small failures in entrepreneurship drive you off the deep end. Keep your head in the game and don’t be undone by a streak of bad luck. If you are committed to your venture, let your sense and ambition steer you, not your emotions.

As a caveat, if you are interested in taking up poker, do it correctly. Don’t gamble! Take it seriously and don’t spend too much money on learning. Don’t start playing at a casino or a game where a buy-in at a table could be $200 or more. This is money you will inevitably lose at first and you will be more discouraged from learning how to play correctly. Get together a home game where the blinds are $0.05/$0.10 and a buy-in of $5 or $10. This way, you can learn how to play without a great risk of loss. Also, read a poker book or two. Although the best way to learn is by doing, reading and watching poker on TV are two other ways you can get better.

For those who are interested, I am announcing the creation of #ChicagoTechPoker, a weekly poker game for techies only. Only 8 players can play at a time, so if you’re interested, please shoot me an email at brian [at] midventures [dot] com.

Learning how to play poker is a great way to fine-tune an analytical mind, to master a skill set of problem solving and hedging risk, and ultimately a path to success. I hope to see aspiring entrepreneurs at the tables!