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The Troubadour was confronted by the town's sheriff, [[Holliday]], but he managed to escape by turning into a murder of crows and flying away, although Holliday still has been looking for him. Both she and the [[New York Oracle]] speculate that The Troubadour is flying from [[wikipedia:Champaign–Urbana metropolitan area|Champaign–Urbana]] to [[The Cursed Apple|New York]].<ref>{{VoiceLineCite|name=Newscaster|file=newscaster_headline_45.mp3|transcription=A murder of crows suspected to be the infamous serial killer known as 'The Troubadour' was spotted flying over Champaign-Urbana today. Could he be flying to New York?}}</ref> [[Holliday's visual novel]] tells the story of her hunt for the Troubadour.

The [[Drifter]] tells [[Infernus]] that he's not the Troubadour, and that he only knows him by reputation.<ref>{{ConvoCite|hero1=Drifter|hero2=Infernus|number=2|hero_quote1=Infernus|quote1=Level with me. Are you the Troubadour?|hero_quote2=Drifter|quote2=While I do have a song in my heart, I'm not. (...) Never met the man, just know him by reputation.}}</ref> He claims to be more dangerous than the Troubadour,<ref>{{VoiceLineCite|name=Drifter|quotes=Drifter/Quotes#Select|transcription=The Troubadour ain’t got nothin’ on me.}}</ref> and advises Holliday against hunting the Troubadour.<ref>{{ConvoCite|hero1=Drifter|hero2=Holliday|number=1|hero_quote1=Drifter|quote1=You don't wanna find him. (...)  Macomb matters a lot to you, but to him it was just a fun time that'll get lost in the ocean of memory. But if you find him, if he knows he got his hooks in you, you gonna be his hobby.}}</ref>

Holliday is disappointed that [[the Baxter Society]] isn't hunting the Troubadour. [[Shiv]] says the Society is dealing with their own problems, which could potentially be more dangerous than the Troubadour.<ref>{{ConvoCite|hero1=Holliday|hero2=Shiv|number=2|hero_quote1=Shiv|quote1=We got our own problems right now. (...) Trust me Sheriff, if we don't clean up our own house you'll be wishing for Troubadour-sized problems.}}</ref> [[Calico]] says she knows enough about the Troubadour to stay away from him.<ref>{{ConvoCite|hero1=Holliday|hero2=Calico|number=2|hero_quote1=Holliday|quote1=You ever hear of something called 'The Troubadour'?|hero_quote2=Calico|quote2=Enough to know to stay away from it.}}</ref>

One of Holliday's post-visual novel interaction with [[Seven]] suggests that the [[Occult Security and Investigation Commission|OSIC]] wants to recruit the Troubadour.<ref>{{ConvoCite|hero1=Holliday|hero2=Seven|number=3 (post-visual novel)|hero_quote1=Holliday|quote1=I can't believe the OSIC wanted to recruit that thing.}}</ref>

According to [[The Doorman]], the Troubadour's actions in Macomb took away [[Baroness Hotel|the Baroness]]' title of "most haunted hotel in America".<ref>{{ConvoCite|hero1=The Doorman|hero2=Grey Talon|number=3|hero_quote1=Grey Talon|quote1=The Baroness still the most haunted hotel in America?|hero_quote2=The Doorman|quote2=Just the tri-state area, I’m afraid. That ghastly business in Macomb pulled a lot of mid-west specters.}}</ref>