Sildar set off to Phandalin from Neverwinter to escort Gundren Rockseeker, who had recently rediscovered the Wave Echo Cave. Sildar had his own reasons for visiting Phandalin: he wished to find out what was happening with his fellow agent of the Lords' Alliance, Iarno Albrek; he wanted to retire from adventuring, figuring this would be a good opportunity to settle down; and he also wanted to help Gundren and his brothers re-open the mine, as well as establish Phandalin as a place of prosperity, as it once was. However, on the way, he was ambushed and captured by the Cragmaw Tribe and he was taken to the Cragmaw Hideout.
Sildar was rescued by The Party as they searched for Gundren Rockseeker. Impressed by Gunter's actions in Phandalin, Sildar invited him to join the Lords' Alliance.
He did not approve of Harbin Wester's inaction towards the threats Phandalin faced, and so ran against him during the town's election for Townmaster. Sildar won the vote thanks to support from the party.
With help from Escobert the Red, a Lords' Alliance ally, Sildar put the Phandalin's efforts towards the reconstruction of Tresendar Keep, and towards the formation of a town guard.
During the Raid of Phandalin, Sildar personally joined the fight against the Keepers of the Hoard.