Note that to talk to Sylvanas you have to do it before you complete the final judgement quest with Tyrande. Once she jumps there is no way to get her thoughts.
Story Spoilers Ahead.
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Gossip Variations for Sylvanas, Anduin, and Greymane in Shadowlands Epilogue
Following the events of the Shadowlands epilogue, several major NPCs have gossip conversation interactions. World of Warcraft Narrative Lead, Steve Danuser Tweeted an interesting tidbit.
