When Randy Garutti announced his plan to retire as Shake Shack’s CEO last December, ending a nearly 20 year-long run—he’d been considering an exit for nearly five years, waiting for the right moment. That moment has arrived. “It’s time for the company to benefit from the next generation of leaders,” he wrote in a letter to staff last December. The first generation of leaders includes Garutti and Shake Shack founder and Union Square Hospitality Group (USHG) founder Danny Meyer, who...

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