This is my first piece of serious advice: if managing your hair takes too much effort, a short crop will make things much easier.
Of course, it won’t work for everyone, but if you think short hair will work for you, then go for it! It takes much less effort to wash and dry (I speak from experience), it needs barely any fuss to style, and as an added bonus, it looks great, too!
One small drawback: You will need to cut your hair a bit more frequently, so it will be worth finding a good, low-cost hairdresser first. (I recommend trying a college that teaches hairdressing students; they often have their own inexpensive salon which is supervised by the tutors.)
I cut my hair short a year ago, and I wish that I had done it sooner!