You can spend all day planning and writing your ideas down on paper.
That is all good and nice... but at some point, you need to start the work.
Your plans on paper are just plans.
And it is not until you start trying to implement those plans that you will really see the obstacles in front of you.
And while the plan can provide a roadmap for your overall trajectory, it can't warn you of every obstacle in the road.
It can't give you the answers when a road is shut down.
It can't fix things when you realize the original route just won't work.
You can only learn that in the field.
So build your initial plan, but then get to work.
Dive in and get your hands dirty.
You will move 10x faster with a rough plan and actual movement than you will by overplanning.