Companion Shady is obtained by reaching a high level of trust with Sisyphus, and then gifting him Ambrosia.
Using Shady in battle will summon Sisyphus and Bouldy to aid you. Sisyphus will drop from the sky, slamming Bouldy into the ground in front of you and dealing 1000 damage in a wide area. Bouldy will drop a care package of , , and , before disappearing.
Rewards in each care package:
1 pickup worth 10
1 pickup worth 30
5 or 6 pickup, each heals 10
Shady cannot be used outside of combat encounters, but has no other restrictions on use.
Like other Companions, Shady can only be used once per combat encounter, and up to 5 times per run (upgradable with Ambrosia) or more if the Night Spindle is bought from the Well of Charon.
Despite not being chamber rewards, the pickups dropped by Shady are affected by Ocean's Bounty.
'...When Shady first emerged from the darkness, he wanted to know who he was, where he came from, and where he belonged. He asked these questions quite incessantly of everyone. However, Mother Night suggested that he look inside himself for answers, especially where his belonging was concerned. Some questions cannot be answered by others, she said. Yet, Shady nonetheless was quite preoccupied of learning more about himself. He found a creature reminiscent of himself, and asked his questions of it, hearing only other questions in reply. When Mother Night found him, he was speaking incessantly to his own reflection in the river, having learned nothing at all. Now, Shady has accepted his small place in the Underworld, lending his sense of determination to whomever he is given to. And he no longer questions who he was.'
Once Zagreus forges a bond with Sisyphus, the text becomes "From Sisyphus & Bouldy, staunch supporters"