Yeah I'm in the same boat.
For instance, I recently took a well-paying job as an "Integration Engineer" basically just setting up VMs and automatic builds. It's pretty easy and surprisingly pays better than I could make right now doing much else (I worked for the last 7 years as a software engineer). I worry I'll settle into complacency and let my skills rust (if at least on paper alone).
At the same time though I have other projects I want to pursue on my own and have some faith that I'm basically a pretty good software engineer who can land on his feet eventually given that our world is mostly automated now.
Also, the author goes out of his way to paint some sort of bleak picture. If you re-read it, basically, for the last 30 years he's raked in cash, taken multi-month leaves from work, and been unemployed for maybe 6 months total, along with a couple years of lower-than-expected payment around the dotcom burst? That's living the high life, man. We should all hope to be so lucky.