"plans have a way of going awry". I prefer to set milestones and work systematically toward them, reacting to daily progress. Detailed planning has always translated to a waste of time for me. Predicting any edge cases is not ideal, and it limits the improvement on the run or sets enormous blind spots.
Discussion
Milestones- also a beautiful term. What milestones could these be? I think it's good to leave room for surprises.
Anything that, for you, has a particular significance to deserve that label. While anything in between is made of changes, u-turns stops and acceleration. Sometimes one action calls the other, and meticulous planning might be the most substantial limit