You are right, the roots will always look drab against the vibrant coloured hairs. You will only know how your real, current colour is by letting it grow out.
I coloured my hair from 13 years old to over 30 years old. First with market colours, then with henna. When I grew out my henna, my real colour looked just like you described yours. It was only after I started to have it down to my earlobes or so, that I started to really like it. And when I had cut the henna off, I learned to actually love my colour, and it suits me so well!
The hair colour changes as it is in contact with the elements, the lengths - not to mention the tips! - are never the same colour as the roots. I for example noticed I have some red pigment in my hair. It can be seen in certain light and in photos.
I don't have anything helpful to say, just that it will probably look much nicer than you would think when seeing roots, and that you will have a lot of support for your growing out journey here, if that's the decision you'll make.
PS. Nothing wrong with ashy brown, it's a beautiful colour, I think!
PPS. I understand the identity crisis of changing hair colour. I was also a redhead in my heart, and changing to my own ashy brown colour was a big step. I don't get many hair compliments anymore like I did with red hair, but I think this colour looks good on me, and I love it. I also love the easiness!
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