Simple can often be better. Sometimes I get the feel with QT that he has so many ideas and he wants to try get them all in there and that can go against the simple art of telling a story. Luckily for QT, he has an otherworldly knack for adding quirk, intelligence and brilliant images to help bring things together for a natural flow.
That said, Jackie Brown is an adaptation of an Elmore Leonard book and therefore is not as "Tarantino'd" as the stuff he wrote himself. It seems a bit pointless to try stacking up movies in any kind of order, unless you're being forced into a desert island scenario. What impressed me most about Django (and to an extent Basterds) was it was a real back to basics method of storytelling for QT and shows a real confidence in his technique, allowing the acting and cinematography and storyboard pace to bridge the gap between movie and audience instead of relying on an abundance of the visually appealing but sometimes less cerebral, more obvious method of reaching the viewer.