Idk if it's true but it seems like life was simpler before the Internet took off. Now that guy is probably competing with tons of people more talented willing to work for less
This strikes at the core of it. Life was simpler for those in the know about how the world worked. If you were lucky enough to grow up with the right parents, friends, family members, and class mates to help guide you through how the world worked it was easy. You could count on less competition by knowing where to look, how to present yourself, and what to say. Someone very talented but stuck in a situation where they didn't know how to find these jobs and apply properly was hard. You would lose career advancement at every step of the way relative to peers who had a social network that fed them this information.
If you're one of the people with more talent and hungry for work, life actually got simpler for you in modern times. The advantages of being well-connected and groomed by your parents for success are still there, but they're diminished when everyone can find advice on the internet.
I grew up on the cusp of this change. It's hard to communicate just how hard it was to navigate even simple things like interview prep or even dressing correctly for interviews if you weren't surrounded by people who had up to date info.
EDIT: To be clear, I was raised with a lot of advantages and had a lot of benefits. It was still striking how much of the early job search I had to fumble my way through in ways that would have been so easy to address with the unlimited online resources available today, which many of my peers had handled by their classmates or their parents' friend who had some industry familiarity. A specific example is that I didn't know that there were specific books for learning how to do programming job interviews. At first I just thought you had to learn how to be really good at programming, so I challenged myself to do a lot of tasks like I saw in the first interview I did. These days, it's unthinkable that someone would get all the way through college and into interview loops without knowing what a tech interview would be like and having the opportunity to practice.