It's been about that long for me. I let my wife trim it once just to get some split ends. But other than that haven't touched it. I used to have super short hair, #2 on the sides finger length on top. It's how I had my hair cut since I was a child. I wanted to try something else but needed my hair to be long enough to style it differently so I just stopped cutting it one day and told myself eventually I'd come up with a style to cut it. 2 years later and women started commenting on how much they liked it so I kept it.

Find a stylist you trust, tell them you want to grow your hair out. They'll help you get an initial shape, and while it's growing, it's still important to get trimmed up. It takes time, and in the middle stages can look a little messy, but it all comes together in the end.

Also remember a little bit of styling can go a long way during those awkward lengths. Sometimes it really is all in how you wear it.