@QueueCumber, How I read the OP's post was somebody who was on the fence hence my suggestions. Generally speaking I agree that you should enjoy the stock signature of a headphone, ideally. Saying that, over the years I have moved from being a purist who didn't like to use equalization to somebody who will put in moderate effort. For example, if a headphone is say 95% what I want it to sound like, but super comfortable and well built, and I just like how it looks and feels, in that situation I may work at tweaking it to see if I can get the sound where it needs to be. That is a reasonable amount of effort and undertaken when I think the rewards justify the effort. If they don't, I eventually move on.
I actually find equalizing pretty simple. I tend to research and read many peoples impressions, I look at the measurements from reputable sources and then I go from there. After many years of experience in audio hobbies and as a musician of sorts I don't find it difficult to set up a few filters. I save a preset with the headphones name and any time I use the headphone I simply enable the appropriate preset. Even portably Onkyo HF Player has a nice and easy to use FIR equalizer and I have several presets. It takes all of 10 seconds to activate or defeat the equalizer so not really an issue for me. Cheers.