Grayson is like Longfellow's little girl. When she's good, she's very very good; when she's bad, she's terrible.
I know one of your pet peeves is how she writes Dick as being a too-reckless thrill-seeker. I however think that he's grown confident of his abilities over the years of his superhero career, and those abilities are so immense that what seems like a foolhardy risk to anyone else is not something the world's greatest acrobat needs to think twice about. This characterization is later cemented by writers like Tomasi, who have him breaking sky diving records while consciously leaving out back-up like Superman and GL.
Besides which, there's an interesting discrepancy in how both Robins act in different settings. When they're in a team, they're usually seen as over-cautious, paranoid, uptight voices of reason. When they're in Gotham among their own family, they tend to relax, act more immature and horse around like puppies.