This is so true.
After years of comfortable corporate existence, when I started out as a solo entrepreneur, the most unsettling thing on a Monday morning was staring at the blank calendar. No client meetings to prepare and pre-prepare for, no boss to send plan/updates to, no workshops or brainstorming sessions you're invited to, no corporate outings to look forward to, no HR mandated trainings to complete, no perf reviews / attrition worries, no strategy sessions, no scheduled 1-1's or skip meetings, ...
Now, nothing moves unless you do. And you need to decide on the direction first. How do you plan your day/week to focus on the highest leverage activities? When you can essentially be larping on a million other things because there's no forcing function.
This kind of calendar freedom is hard to digest. Has taken me a few years to recognize the issue but still far from figuring this out.
working for yourself is addictive in a way most people don’t anticipate & the stress that comes with it is genuinely difficult to manage. when you’re the principal, nothing happens without you. you set the tone, the structure, the culture, & the motivation. you are the foundational layer.
most ppl have never had to operate this way cuz they’ve always been embedded in a system & told what to do, when to do it, & what matters. aka the shawshank lifestyle. the human mind runs surprisingly well on prescription. strip that away & you discover pretty quickly whether you actually have an interior architecture or just a talent for compliance.
that’s what makes it so damn dichotomous. the freedom is so fucking real, but so is the weight. all i’m saying is that most ppl have never had to locate their own gravity before.