I've stressed the importance of outlining before, and talked about my own issues with formal outlines, primarily that they can be just as daunting as sitting down in front of a blank page (or a blank screen) and writing untethered.
I learned how to outline in grade school the proper way with headings and roman numerals with the goal of writing "power paragraphs." By the time I got to high school, I threw that all away, and by college I was writing everything like it was a blog post. Not smart.
There's no way around it. For a longer piece of writing, a good outline is the best tool you have in your arsenal to make your writing smooth and coherent. It doesn't have to be a formal one, just a list with chapter breakdowns and some expectation of what's supposed to "happen." A little trick I like for when your just starting a long piece of fiction is to pick a novel or longer short story you like, and are familiar with, and write an outline of that. It can help you see how a particular piece of fiction is structured when planning your own story.
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