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I do highlights twice a year. The roots never get too bad!

I'm red right now, but naturally medium blonde. I highlight 2-3 times a year when I'm blonde, only on top, and every so often I add some lowlights in so it doesn't get too light. I think, if/ when I go back to blonde, I may do more of an ombré or balayaged look to make growout hide a bit longer.

I have a dark blonde. My hair grows really fast, so I have really noticeable dark roots starting at about 6 weeks from the last highlight. My new stylist has started doing a toner at about 6 weeks out and that will extend my highlight about another 6 weeks. It's worked and the toner is only $30, so it's much cheaper. I'm usually not a fan or toner, but she's good and it had helped a ton!

I have similar hair to you and my hairdresser puts through 2 colours of highlights; one light blonde and the other close to my natural colour. I have it redone every 8-12 weeks.

I do two shades of highlights every 8-10 weeks along with a base bump. The base bump seems to fade out between highlights so my roots are less obvious. But I'm mousy/ashy enough now that I can't be super blonde unless I double process.

@JennyPenny: I'm very intrigued by this!