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1Pentagram is a DoomMetal band formed by Bobby Liebling and Geof O’Keefe in 1971. They have been active on and off since then, with Liebling being the sole constant member. While Pentagram has been extremely influential to the genre, often being viewed as an American Music/BlackSabbath, success has eluded them until only very recently, when their numerous 1970s demos were finally given an official release. Liebling had written hundreds of songs in the 70s that to this day he still re-records (or records in the first place), yet claims to have not written since then. Pentagram's music, in retrospect, is often seen as ahead of its time, as their debut self-titled album came out in the middle of the 80s (15 years after their first formation), during the days of SpeedMetal and ThrashMetal.
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3While much of the signature sound and vision is credited to Bobby Liebling, Pentagram's numerous failures are also due to his constant screw-ups, notably being very difficult to work with (costing several major record deals and an inability to keep a stable line-up) and crippling addictions to crack cocaine and heroin. His struggles to keep sober, as well as Pentagram's first real taste of success, are documented in a 2012 documentary called ''Last Days Here''.
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5'''Discography:'''
6* ''[[SelfTitledAlbum Pentagram]]'' (1985)- Later rereleased as ''Relentless''.
7* ''Day of Reckoning'' (1987)
8* ''Be Forewarned'' (1994)
9* ''Review Your Choices'' (1999)
10* ''Sub-Basement'' (2001)
11* ''[[GreatestHitsAlbum First Daze Here (The Vintage Collection)]]'' (2002)
12* ''Show 'Em How'' (2004)
13* ''[[GreatestHitsAlbum First Daze Here Too]]'' (2006)
14* ''Last Rites'' (2011)
15* ''Curious Volume'' (2015)
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17!Tropes that apply to Pentagram:
18* TheBandMinusTheFace: In 2017, Bobby Liebling found himself in legal issues that prevented him from going on tour, so the band simply went without him and had guitarist Victor Griffin perform all lead vocals.
19* DarkerAndEdgier: The band gradually became heavier and more abrasive as time went on. Just compare ''First Daze Here'' to ''Pentagram''/''Relentless'' and then to ''Sub-Basement'', which is borderline [[SludgeMetal Sludge Metal]].
20* DoomMetal: TropeMaker and likely UrExample if you don't count Music/BlackSabbath.
21* HeroicRROD: Liebling infamously overdosed onstage in 2005.
22* IAmTheBand: Bobby Liebling; however, songwriting is far more collaborative than most examples, as Bobby hasn't written a song by himself in decades.
23* ILoveTheDead: "The Ghoul."
24* MayDecemberRomance: Bobby Liebling's wife Hallie, who is ''thirty-two'' years younger than Bobby, and the mother of his child. She is credited with helping Bobby keep sober.
25* RevolvingDoorBand: Liebling is infamously hard to work with, so it is no surprise that many musicians have come and gone throughout the band's history.
26* TropeCodifier: Of DoomMetal along with St. Vitus, Witchfinder General, Music/{{Candlemass}}, and Trouble.
27* TropeMaker: If one doesn't consider Music/BlackSabbath to count as a proper example of DoomMetal, then these guys often get a lot of the credit for inventing DoomMetal.

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