Simplicity

I've been trying to figure out what I can do to improve my writing. I keep being told that simplicity is key. That a sentence should be as concise and clear as possible without losing meaning. I've been able to clean up my sentences, but am not sure if I'm taking it to far, as I see a lot of professional writers who don't make their sentences as clear as possible, instead aiming for a more conversational style. Now, one could assume that conversational style fits the informal nature of most on-line articles, but I also feel like the simpler the text, the more accessible, and ultimately more accessible seems less formal, with a lower barrier of entry.
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(Edited for conciseness)
I've been figuring out how to improve my writing recently. Most texts claim the key is simplicity. A sentence should be concise and clear as possible without losing meaning. I cleaned up my sentences, but am not sure if I'm taking it to far. I see a lot of professional writers who don't make their sentences as clear, instead utilizing a more conversational style. One could assume conversational style fits the informality of most on-line articles, but I feel simpler text is  more accessible, which seems less formal due a lower barrier of entry.
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I know that it's a stylistic choice, as opposed to any rules, but I'm not exactly sure what dictates how simple a work should be. I only know how to write like I speak, or write as clear as possible. It's just the way I've been taught. I assume I'm wrong though to feel like clearer is better, seeing as I can figure out how to eliminate useless words from literally any article I've ever read.