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The perceived wisdom then,” he recalled, was that DBS should create a separate division for digital banking or buy a fintech start-up. “We took a contrary view. We were going to bring everyone along. Our battle cry was that we were going to become a twenty-thousand-person start-up.” He invested heavily in retraining existing employees and hired a phalanx of data scientists. To engage employees in the mission, he launched regular hackathons and he set a goal of conducting one thousand experiments a year.

With a strong focus on optimizing the potential of artificial intelligence, he had to pour himself into learning about the technology. One way he did so was to take part in a global competition called DeepRacer hosted by Amazon Web Services. Participants must program a self-driving model car that they race on a track, and competitors with the fastest time then compete in a showdown. From this endeavor, not only did Gupta learn more of the ins and outs of AI development but his participation also inspired employees throughout the organization to embrace the reinvention. Three thousand DBS employees participated, and out of them, Gupta came nineteenth in the race. DBS won the competition for the Asian region, and three of its employees participated in the grand finale held in Las Vegas.

The result of Gupta’s constant push for innovation is that DBS was named best bank in the world by Global Finance magazine, not just that once in 2018 but every year thereafter, for five years in a row as of this writing.