
It takes a certain kind of personality to want to run one of the largest companies on the planet. A few days later, Jassy called Bezos back and told him, “I’m in.” Sure, it had a lot of cons, but the potential pros for Jassy far outweighed them.

“I wasn’t anticipating it, I wasn’t clamoring for it, I loved my current job, but I was obviously flattered and excited by the prospect.” “I was surprised,” Jassy told me, recalling that Tuesday call with Bezos. Perhaps most difficult of all, if he took this job, Jassy would somehow have to sustain the truly astounding growth trajectory of the company, which continues to show a 37 percent increase in revenue year over year and brings in $443 billion in annual revenue. It was a role that would put him on the front lines of the war with Amazon employees trying to form unions, where he would have to personally hold at bay tens of thousands of competitors and stave off foreign governments that want to break Amazon into a million little pieces. He’d be ridiculed on TV, turned into a million unflattering animated GIFs on social media, and see his name and face shackled to the front pages of a thousand newspapers. This job would inevitably lead him to be dragged in front of Congress, cameras glaring and angry politicians trying to tear him apart, where he would be forced to answer questions about Amazon’s monopolistic business practices and a slew of antitrust issues. WHEN I MENTIONED TO PEOPLE I WAS WRITING ABOUT ANDY JASSY, ALMOST EVERYONE RESPONDED, “WHO IS HE?” Maisel not to mention hundreds of fulfillment centers, a mammoth supply chain, and countless other businesses that start with Amazon: Amazon Advertising, Amazon Fresh, Amazon Drive, and on and on. If he chose to take this daunting job, he would be responsible for Amazon’s Alexa, Ring, and Twitch Whole Foods Market IMDb ComiXology Audible Amazon Studios, the makers of The Boys and The Marvelous Mrs. Were he to accept, Jassy would oversee 1.4 million employees at a company with a market capitalization of more than $1.75 trillion he would oversee the divisions that build electronics, make clothing, sell books, grow food, procure data, and dish out pharmaceuticals not to mention continuing to oversee his brainchild, the cloud-services division, which props up most of the internet.

That night, seated outside at a local restaurant with plastic domes installed over each table to help separate patrons from one another, with the rain pelting down on them, the Jassys discussed the pros and cons of taking the biggest and most visible CEO job on the planet. He schedules two hours for himself on his calendar once a week to read (often Amazon-related memos), and on Tuesdays, as he’s done for the past 25 years, he has a date night with his wife, Elana.

He hosts the same weekly, monthly, and annual sports gatherings at his house. He meets each of his two kids, a son and a daughter, for breakfast once a week (always independently), on the same day at the same time, and has done so for years. Jassy is a creature of habit and tradition to an unusual degree.
