My Client, The Dread Pirate Roberts

In the Princess Bride, the hero Westley is captured by the Dread Pirate Roberts and put to work on his ship. Each day, Westley works hard and impresses the pirate. At the end of every day, the pirate says “Good night, Westley. Good work. Sleep well. I’ll most likely kill you in the morning.” This exchange goes on for years. Eventually, the Dread Pirate Roberts acknowledges Westley’s contribution, makes Westley the new Dread Pirate Roberts, and retires with a fortune to a small island.

At Looker, I’ve run into the Dread Pirate Roberts professionally.

Early at Looker, in order to win business, we built many proofs of concept. We encountered customers who were helpful and enthusiastic, but sometimes we’d encounter the Dread Pirate Roberts (DPR).

In the...

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