Airbnb feels benign and optimistic, the way we all used to feel about Silicon Valley. Uber is the dark twin, a symbol of rapacious capitalism and dehumanising technology. On reading Brad Stone’s book, it becomes clear that much of this divergence can be attributed to the personality of each company’s chief executive – Brian Chesky at Airbnb and Travis Kalanick at Uber.
.. watching Casino Royale, Daniel Craig’s first James Bond movie. In one scene, Bond is driving in the Bahamas and glances down at his phone to check a graphical icon of his car moving on a map. Entranced, Camp became obsessed by the idea of an upmarket limousine service with vehicles that customers could track on a phone.
.. He is irresistibly drawn to unnecessary arguments.
.. Kalanick, to use an expression one would never hear in an elegant restaurant, is an asshole. Yet it is impossible to read The Upstarts and not conclude that he is a brilliant asshole.
.. dizzying swerves of direction that seem reckless at the time but turn out to have been visionary, such as giving up on being an upmarket limo company to become a mass-market ride-hailing service. It is he who sees, almost from the beginning, that Uber is not only a more convenient way of ordering a cab, but a way of reconfiguring the relationship between time, space and money in the city.
.. Time and again, Kalanick makes the risky but right decision after rejecting the advice of clever and reasonable colleagues. It takes a certain kind of character to behave like this.
.. He argued that although a lack of social skills will hold you back in most areas of life, it can be an advantage to the entrepreneur in possession of an innovative idea. Those with a normal desire to fit in with people around them are easily persuaded to abandon original, strange-sounding notions; those who don’t care about being liked pursue them regardless. To be unbending, it helps to be insensitive.
.. An industrial designer by trade, he takes great care over how it feels to use his service. Good designers are usually good listeners, naturally curious about human psychology and behaviour.
.. “Brian was always worried about how do we scale our culture – how does every Airbnb office feel?”
.. He is interested in people in the way a physicist is interested in atoms. What fascinates him about his business is the mathematical complexity of getting enough drivers to enough riders at the right time, and at the right price. Indeed, it is a point of pride to him that Uber minimises human interaction. “We don’t own cars and we don’t hire drivers . . . It’s very straightforward. I want to push a button and get a ride.”
.. “Travis’s Law”. In summary, this states that if a product is so good that the public decides it must have it, all political opposition will eventually cede to pressure and become support. The business imperative is therefore to move fast and be uncompromising: build it, and they will fold.