[quote=@rush99999]
[@BleakBlueJay]
Sylph gave you their trust and confidence at a time when you knew you didn’t deserve it. Ask them why they believed in you, and give them a Friendship Gem.

(My thinking here is that Skobeloff and Sylph were partners in trickery back when Sylph was still with Myndoth. And when the Elders of Myndoth tossed Sylph out, Skobeloff couldn't find the courage to protest the decision. Despite them having every right to be mad about this though, Sylph forgave Skobeloff and the two are still friends.)
[/quote]

This works for me! I think that Sylph is even-tempered enough to understand why Skobeloff did not speak up, and values the bond they established before the exile. Their anger is focused on their elders, not the friends that kept quiet. 

I'm not sure how the Fellowship works so well, but I'll hit back with:
Skobeloff convinced the clutch to take you in after you left your House. Explain how they exemplified your virtue, and give them a Friendship Gem.
(Reason being: While Skobeloff left Sylph hanging when exiled by their elders, he still offered a form of kinship and companionship, which reflects Sylph's value of Compassion).

[@Digizel] -- my thoughts are that, while Shieldwing doesn't take well to trickery or pranks, his questioning of authority appeals to Sylph. They find him annoying (the over-confidence, the arrogance) at times, but can recognize the common goals, and a friendship could grow there.