First some background information on reactive vs proactive behaviour.
During the 40 years journey in the wilderness, the Torah clearly describes Moses' leadership as reactive - merely responding to spontaneously occurring events instead of proactive - planning and taking measures for preventing them. Those include:
Numerous complains of Bnai Israel on physical conditions, i.g. lack of fresh water, food, meat etc - after they complained, Moses took steps to solve it.
Public transgressions: the Golden Calf, the spies, Bnot Moab - after Beny Isroel sinned Moses tried different ways to fix it.
Parashat Itroh - establishing the first judicial system - Moses didn't plan well and could undermine the whole enterprise, and many more.
Seemingly, many of those episodes could be prevented or totally avoided, if Moses, as a prophet, adopted a more active approach, by foreseeing the possible problems and preparing for them.
Here are some examples of how Moses would act if he adopted a proactive style of leadership:
"By expressing his care for his people he asks Hashem every time what awaits Bney Isroel at their next stop - is there enough food and water, what are the enemies and dangers etc. After Hashem tells him the plan, Moses gets back to the nation and proposes a plan of passing it in the most convenient and safe way."
"Before sending the spies, Moses holds a meeting to find out the general attitude of the chosen 10 people. Turns out they are not as eager to enter the Promised Land as Moses and Yehoshuah. Despite the effort, the spies refuse to change their outlook. Moses aborts the mission and nobody's hurt."
It also seems that Moses as a prophet was not commanded on a specific form of management, his reactive style seems to be his own choice.
So why did Moses adopted a reactive position instead of a proactive?