I too would like to hear more from people with similar approaches to work, career and technology to KK. However, it seems like there’s a large amount of survivorship bias at play when people talk about just following their interests and it leading to financial security and work freedom.
Work on Capitol Hill for less than a year then tech outsourcing then consulting. Realized it was boring, useless, and mind numbing and moved across the world. Now have multiple businesses, more than 30 employees across those business, and I get to have fun. It's stressful sometimes but I think we've kicked the stress finally (at 37). Now it's just fun and we get to see what we can pull off when we want to.
Most people simply quit or aren't willing to do the uncomfortable things. It's uncomfortable to be unbothered. But I certainly didn't follow my interests. I used my interests to get better at what was in front of us. Gotta pay the bills and give people what they want, I just put my own spin on it.