It's not uncommon for me to go back and change the wording simply because I feel there's a better way to communicate to the reader. Having said that, I don't think writers need to overthink words and become too analytical. Perfection isn't a requirement.
It's also important to consider what is appropriate for your reader. Who's your audience? How old are they? What feelings do you hope to instill in readers? A suspense book would read differently than a romance novel., for example.
Also, what is the character's background? Educational level? Where do they live? A young Mexican cartel member with a 10th-grade education speaks differently than a middle-aged lawyer living in Toronto. Their experiences, lifestyle, associates, vocabulary are vastly different.
If you're new to writing, don't let this intimidate you. You can always go back and change the words later. Regarding characters, the more you get to know them, the easier it is to automatically know how they talk and what they will say (think of people you know well and how you come to be familiar with their dialogue patterns)
Remember, when writing a book, essay, or article, words are all you have to work with, so make them count.
