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Over the years he has had an on-again off-again romantic relationship with [[Quarrel II|Quarrel]].  It's a bit of a puzzle as to why. Even fellow Honor Guard member M.P.H. had a hard time figuring out why women would be attracted to men like Crackerjack. Men that are rather parasitic in a relationship. The comments that Quarrel uses to explain why they are still a couple despite the on and off, hot/cold history is insightful.  For her it is more than just feeling she could fix the guy, she actually preferred the freedom and the drama.
Over the years he has had an on-again off-again romantic relationship with [[Quarrel II|Quarrel]].  It's a bit of a puzzle as to why. Even fellow Honor Guard member M.P.H. had a hard time figuring out why women would be attracted to men like Crackerjack. Men that are rather parasitic in a relationship. The comments that Quarrel uses to explain why they are still a couple despite the on and off, hot/cold history is insightful.  For her it is more than just feeling she could fix the guy, she actually preferred the freedom and the drama.


[[image:quarrelCrackejackBickering.jpg|450px|center]]
During the Enelsian story arc, Crackerjack seemed very much an amateur, just getting started as a super-hero. Still in his early years, and needing someone like Quarrel to smooth out the rough spots. Yet again, things are not was they seem.  Crackerjack had been around for several years, and Quarrel was never his mentor. On general observation, it is easy to assume that he is younger than Quarrel, and that Quarrel, having been trained and mentored by Street Angel, was now being the guidance and mentor for Crackerjack. However, according to creator '''Kurt Busiek''', ''"[while] Quarrel’s had the longer career as a costumed hero, she started younger. And even if she could mentor him, he wouldn’t listen."''  
During the Enelsian story arc, Crackerjack seemed very much an amateur, just getting started as a super-hero. Still in his early years, and needing someone like Quarrel to smooth out the rough spots. Yet again, things are not was they seem.  Crackerjack had been around for several years, and Quarrel was never his mentor. On general observation, it is easy to assume that he is younger than Quarrel, and that Quarrel, having been trained and mentored by Street Angel, was now being the guidance and mentor for Crackerjack. However, according to creator '''Kurt Busiek''', ''"[while] Quarrel’s had the longer career as a costumed hero, she started younger. And even if she could mentor him, he wouldn’t listen."''