Pickman's Gift

Pickman's Gift is a side quest in Fallout 4.

Detailed walkthrough
Upon entering the gallery, you are met with multiple raiders. In the room immediately to the left of the entrance you will find the body of a raider that has the holotape Message to Jack on it. Listening to this holotape will give you your first clue about Pickman.

To get into the tunnels, find the hole in the wall on the third floor. Go through the tunnel system, and kill all raiders. When you arrive at the end of the tunnel, you will find Pickman at gunpoint from several more raiders, including the leader, Slab. Kill them or let them kill Pickman.

After killing all the raiders in Pickman Gallery, you can speak with Pickman. You can accept the reward he tries to offer you or threaten and kill him and loot his body for the key or let the raiders kill him then loot his body for the key. This triggers a Pip-Boy entry.

If Pickman is spared, he will tell you to take a closer look at his painting "Picnic For Stanley". After exiting the house, make your way back and re-enter through the front door. On this ground floor in the Northwest corner is a painting of a man with his eyes removed. Activate it to reveal Pickman's safe, which can be opened with the key obtained from Pickman. Collect his gift and complete the quest.

Bugs
If you pick the lock on Pickman's safe behind the painting and loot it taking Pickman's Blade before saving or killing Pickman and then encounter Pickman, he will still give you the key and you will have the same conversation options triggering the quest. After deciding Pickman's fate, and returning to his safe, it will show nothing in it and still unlocked from the way you left it earlier. The quest will still be in your log though, to fix this use the transfer option and place the Pickman's Blade back in the safe, exit the safe, re-enter the safe and retrieve the blade again. This will mark the quest as completed in your log and awarding you experience.

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