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This is my 15 month mark of growing with no trims. Curious question: I often drive my jeep with the top down letting the wind blow my hair everywhere. Is this bad for the ends?
You are almost a longhair!
It won't damage your ends, but your hair will be tangled, which is why you should avoid loose hair in the wind.
But your hair isn't long enough to be tangled.
I would wear a hat and maybe a ponytail. Tangling may increase your chance of getting split ends. Comb with a wide tooth comb starting at the bottom of your hair, and work your way up.