I actually find the chin-length bob very flattering. But as others said, you need to feel good in your own haircut!
My two cents: I have a hair texture like yours, and it's extra work, no doubt about it. There's not enough curl for it to be truly curly, but it's clearly not straight either. So you will need to spend extra time making your hair one or the other.
I have worked with my natural texture for the last several years, but it involves special haircuts from a curly-hair specialist, and it is a lot of work with regard to product application and technique--much more than for straight hair. If you want something easy, my recommendation would be to wear your hair straight. You could achieve that either with a blow dryer (using a round brush as you blow dry) or with a flat iron (after the hair has dried).
In case you find it of interest, I think that there are now tools on the market that are like curling brushes that you run through your hair when it is wet, and it dries the hair so it is straight--easier than using a round brush and a blow dryer. I can't remember what they are called, though.
Wearing your hair straight will be a little more work when you wash your hair, but it should stay relatively maintenance free for a few days afterward. You could touch up unruly spots with a flat iron.
As far as the length goes, I would get your hair chopped to shoulder length if you still like it long. Shoulder length is still very versastile.
One last thought: I wonder if getting a keratin treatment would be helpful if you want low maintenance? I think keratin treatments make the hair straight for a few months, at which point they wear off. That might make things easier for you. I don't know much about keratin treatments, though, so you'll want to read up on them if you think it sounds helpful.