Second, while Tim has had to endure the loss of both his parents, Stephanie, and Conner (not to mention Bart), all of which is tragic for him, that I've never denied, it is not (and I'm sorry if this sounds harsh, or would you prefer "******ed?") quite at the same level as Bruce when he lost his parents. Why? Correct me if I'm wrong but Tim never witnessed his parents, Stephanie, Conner, or Bart actually die in front of him when they were killed. Second, nearly all the deaths happened while he was in his teenage years, and while that certainly would be a life changing experience for him, he is still old enough to process it. By contrast, Bruce actually saw his parents murdered right in front of him while he was still very young. It's a big difference having someone you loved killed and finding out about it after the fact and having actually witness the people you love being murdered when you're still too young to completely understand what is happening. Tim, given his age and the fact that he never actually witnessed any of the deaths, would have a much better chance, although it certainly would be hard to get over of coping with the death, of his loved ones than Bruce did.
Also, I'd argue that, from a dramatic standpoint, it is a little excessive what Tim went through, hence why I called what happened to him Maudlin. Perhaps melodramatic would be a better word. When Tim lost his mom to violence prior to becoming Robin, that was understandable in terms of establishing him as Robin. When he lost his dad, that made sense from a narrative standpoint to further tie him in with Batman. But then when the Spoiler was killed and then Superboy, and not to mention Bart--well then the pilling on of deaths is really starting to become excessive and, in a way, cheapen the impact of death for the character, IMO. And it's also transparent because it's DC's obvious attempt at setting Tim to be Batman's successor should they decide to have Bruce kick the bucket. Heck, personality wise, Tim is behaving more and more like a Batman than he is a Robin. However, by the very fact he was Robin to begin with, Tim was already being groomed to take over anyway, so trying to darken the character more is completely unnecessary.