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I'm not asking who was the oldest in age, or who survived the most years being a practitioner of the Dark Side, but rather which Sith Master was given the embarrassing burden of living the longest while having an apprentice or multiple apprentices. Sidious had Vader under his wing for 20+ years, and this seems like a long time given that the end result must always be that the self-centered apprentice rise up and kill their Master--gaining all the power and status--much to their Master's dark desires.

So which Sith Master had the longest-lasting mentorship? Legends answers are acceptable, as I don't think there's enough new canon to really pull from.

There's this answer in case anyone needs a refresher on the recorded Master/apprentice pairings. For the cases where there was a tie, multiple apprentices (trained in secret or outside of/before Bane's Order) or the Master actually won (the list in the link shows this rarely, if ever, happens), the years spent with all apprentices should be added up with the first one for the grand total.

  • Would Sidious' mentorship of Maul be included in that time? In canon we don't know if Plagueis was still alive while Maul was Sidious' apprentice (i.e. if Sidious was the Sith Master). In Legends we know that Plagueis was still alive until Sidious became Supreme Chancellor. – Null Dec 15 '16 at 19:59
  • It sounds like you're limiting the timeframe to Bane's Sith Order? Or are you including the Sith before Bane (e.g. the Brotherhood of Darkness)? – Null Dec 15 '16 at 20:04
  • If Legends says he was alive, that would mean Sidious was not a Master at the time, and that the training of Maul was not official. I suppose since that would fit in with the Dark Side meta rules (be selfish and find loopholes), I would count it. At least unofficially for now. – DCOPTimDowd Dec 15 '16 at 20:04
  • From what I understand there ins't much known before Bane's order, but if there's something there, it would most certainly count – DCOPTimDowd Dec 15 '16 at 20:05
  • There's a lot more info in Legends about the Sith both before and after Bane's Order. My answer you linked to only concerns Bane's Order. Sith outside of Bane's Order also don't follow the one-to-one Master/apprentice rule, so I guess you'd be looking for the length of the reign of the leading Sith (if such a Sith existed -- it depends on the structure of the Order at that time)? – Null Dec 15 '16 at 20:09
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Legends

Outside of Bane's Order (which was the only Sith Order that followed the Rule of Two), the longest reigning Sith Master was the Sith Emperor Tenebrae (also known as Vitiate and Valkorion), who reigned over the Sith Empire for over 1300 years (4980 BBY to 3630 BBY).

Within Bane's Order, the known length of time for each Sith Master's reign is as follows:

Darth Tenebrous had the longest known reign of the Sith Masters in Bane's Order. However, we do not know how long many of the other Sith Masters in Bane's Order reigned, so it's possible Tenebrous was not the longest reigning.

Canon

There is insufficient information to answer using strictly canon information. We don't know how long each Sith Master reigned (not even Sidious, because we don't know from canon when he killed Plagueis).

  • Wow. And I was thinking that 20 years was taking too long. I'm guessing that during Vitiate's rule the main goal of a Master wasn't to be killed by their underlings? – DCOPTimDowd Dec 15 '16 at 20:41
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    @SonOfSam The Sith Empire under Vitiate did not follow the Rule of Two -- there were many, many Sith Lords at that time. (Vitiate comes from the video game The Old Republic, and players can play as a Sith Lord -- hence the Sith Empire consists of hundreds of Sith Lords.) – Null Dec 15 '16 at 20:45
  • That's super cool. I'm gonna look more into this now. – DCOPTimDowd Dec 15 '16 at 20:49
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    @CBredlow He's in the later trailers (as Valkorian), relating to the Eternal Empire. For example, the Sacrifice and Betrayed trailers. – Null Dec 15 '16 at 21:51
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    @Null I should pick up swtor again, that sounds cool. – CBredlow Dec 15 '16 at 21:52

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