Awkward phase tips

[Sadboi2003]

So, I've basically always had longer hair, but at a certain point I would always trim it or get shorter.
I've been told I look similar to Josh Groban. so my hair is pretty wavy, curly at ends.
and a bit fine. I have been
using Paul Mitchell original and starting to wash hair about every 3 days.


Its about 5 inches right now all around, a bit longer on sides. My biggest question is if and when I should
get a haircut. I'm thinking it might be best to go a few more months without. I heard it's good
to just get sides and back trimmed because they tend to grow longer.

I'm starting to where my hair back now. I can also put it in a small poneytail or man bun up.
If I shape my hair back everyday, will it start to grow back. Is wearing a hair band good or bad?

thanks