Actually, in an awesome early issue of NW, Dick goes and confronts Blockbuster head-on and when old Blocky reminds him that he owns the whole of Bludhaven and that he's about 200 pounds of muscle bigger than him and what exactly is stopping him twisting NW head around 180 degrees where he stands...Superman appears at his shoulder. Awesome Nightwing/Superman team-up comic!
Those few dozen first issues featured a lot of team-ups with Tim, Bruce, Helena, Babs and so on. I loved this series right up until Nightwing's building blew up. Then it got just bloody stupid. Then it got intresting again when Dick joined the Mafia...but then Bludhaven got nuked and nothing good ever came of OYL until the Resurrection of Ra's Al Ghul.