Planning paradigm and free swimming

As a person with a technical education, and a technical cast of mind, perhaps, I realize the need for planning current activities and tasks. In the majority of reading literature on time management and increasing personal effectiveness, it is advised to write long-term plans for personal development: month, year, life. At the same time, it is necessary to form truly worthy goals and objectives for the specified periods.

I also realize that personal development should not be one-sided, i.e. along with technical skills and knowledge, one should not forget about the creative and humanitarian. (Tell me, how much do you know about IT-shnegov, which can be called when the 1st Belorussian front opened, for example, or Nero's main creation is not software for recording CDs). But creativity, in my opinion, is very poorly planned, and even the creative personalities themselves are not particularly friendly with this category. In general, I understand them.

So, the question to which I have not yet found the answer, how much should one follow the paradigm in order not to fall into paranoia and at the same time develop normally. Do not ask, what I put into the concept is normal, this is a completely different story.