Realizing Phelps' growing fame and success, Earle pulled in several favors to request and secure Phelps' promotion to the Vice Department from Homicide. ' They really picked a prize shithole for our first date.' ―Roy Earle commenting on the crime scene where Cornell Tyree and Tyrone Lamont were found dead. There, it was shown that Earle had an intense dislike for Elsa´s referring to him as a 'fascist', he hit her for 'disrespecting' him, because she was upset at Lou Buchwalter's untimely death and once even referred to her as a 'German junkie whore.'

Earle took Phelps and partner Stefan Bekowsky to The Blue Room club, and personally introduced Phelps to singer Elsa Lichtmann. However, after arresting Mark Bishop, Earle offered congratulations to Phelps for solving a grand case and for his promotion, but was scolded by Traffic Captain Gordon Leary for possibly trying to take over the case. Their paths later crossed again while Phelps was questioning Marlon Hopgood and prepared to arrest him, however, Earle arrived and informed Phelps of Hopgood's status as a Vice informant, thus protecting him from charges and Traffic jurisdiction, much to Phelps' outrage. He tells Phelps that he could spend some time basking in his 'reflected glory,' referring to Phelps' heroics during the war. I could spend a little time basking in reflected glory.' ―Earle, referring to Phelps' heroics during the warĮarle first met Cole Phelps during his first day as a Traffic Detective, and is first depicted as friendly and interested in Cole's work.

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