Now in their 30s, millennials risk becoming the people we used to judge
By The Woke Salaryman • April 9, 2026
DISCLAIMER: THIS IS A SUBSTACK-EXCLUSIVE ARTICLE BROUGHT TO YOU BY THE WOKE SALARYMAN.
I used to call all the drivers ‘uncle’ when I took my Grab rides.
But now that I’m in my mid 30s, I’ve been a lot more careful about who I call ‘uncle’. After all, some of these ‘uncles’ are about the same age as me.
Recently, on at least five of such Grab rides, I heard the same theory from them. It goes something like this: Once you turn 40, the workforce is more or less done with you. This is particularly true if you haven’t done anything exceptional with your career.
In your 40s, you should be about to sunset the corporate work environment, and start to prepare for a life as a private-hire driver.
Of course, this is nothing particularly new. It’s called ageism in the workplace, and now that millennials are entering (or have entered) our 40s, it’s beginning to hit us....