Work It podcast: DBS CEO on blame culture and ‘air cover’ when things go wrong

The second big part is this: Received wisdom then and even now has always been that it’s very hard for old companies to change, it’s very hard for old people to change. And it’s something that I’ve never believed … look (at) those in their 40s and 50s and 60s. We’re all changing in our personal lives. 

When people have changed in their personal lives, why do we think they can’t change in a company? I have this big belief that the problem is not with human beings; the problem is with the company.”

ON HOW FAILURE CHANGED HIM 

Gupta: When you’ve seen the bottom of the barrel, which is what I thought I was seeing (when his own business went bust during the dotcom crash), it changes your outlook. It changed my appetite for risk. At the end of the day, the change is so rapid and change is accelerating … without making some bets, without taking some moonshots, or taking some risks, you’re not going to succeed.

In my 20s and 30s, building a career was probably my single biggest driver. How do I make sure that I can get ahead, I get promoted, I get a bigger job, I become the youngest managing director?