"Software is eating the world." wrote Marc Andreessen in his groundbreaking article in Wall Street Journal published 2014. He was pointing out that global non-tech businesses will be relying on software to deliver the core of these businesses. Fast-forward to 2021 and think about the food delivery industry, how food delivery and kitchen management have become run by software and think about the entertainment business such as Netflix and Spotify. But as the software eats the world, the question whether it can digest that amount of digital transformation and businesscritical systems without the right supply of tech talents. Shortage of tech talent is not a new topic; however, this doesn't mean that the trajectory of the problem continues to be the same when we talked about this problem 5 years ago. What's alarming is the drivers behind the talent shortage dilemma. This paper discusses key recent people-centric topics behind the tech talent dilemma.