It sounds like you're more averse to calculating risk. If you have your risk calculations right, there's no FOMO. Have a baseline for your default path. In thi

It sounds like you're more averse to calculating risk. If you have your risk calculations right, there's no FOMO. Have a baseline for your default path. In this case, it's corporate ladder and promotion. How much are you investing? Maybe an extra 20 hrs/week for a 50% chance of gaining $3000/year in income? That nets to about $1500/year, $1.44/hour. What about a side project? Maybe 30 hrs/week, 10% chance of making $500/month. So about $0.38/hour. So in that situation, the side project may not be worth it and there would be no FOMO. But if the numbers change - less odds of a promotion, or higher income from a side project, the calculations change. This is also missing the 1% chance of making $5000/month and you might want to add that. If your problem is that you don't trust statistics enough, maybe try playing more games. Something like poker will give you a better intuition for it, whereas a game like Xenonauts might build an intuition for being cautious but taking risk where necessary.