My first thought on reading your musings about hair color was that maybe you need to slightly pivot the colors you are wearing? It looks like you may already be thinking about that. I think it's lovely and good for sticking to it!
On the topic of growing out hair; I've grown out a very short pixie (I started just before the pandemic). I got it permed when it was an awkward length because that brought up the length without cutting and I like how I look in curls. I had it shoulder length about a year in to the pandemic and have cut it and grown it a few times. I can't make up my mind! But recently I've been getting it cut into a page boy (aka bowl cut!) and quite like it.
On hair color: I also had it totally uncolored at first (I had just cut out the last of the color right as lockdown started, thankfully), then went to low lights/highlights because I felt I looked older with my natural color and salt and pepper hair. Last time I was at the salon I got it colored dark again (my natural shade is fairly dark). I feel like I am constantly changing my hair! I like to play around with it. I think I will get some dimension added back in, but I do like it slightly darker now. The highlights I had were hiding my significant grey without having to keep it colored constantly, though, so I do miss that. It's just started to grow out and show my white hairs and I don't love it. Hopefully adding some lighter bits will help make the growth less harsh.