When you meet the mechanics for the first time at the Temple, ask them who they are.
When in the Blue Casket during Year 2, do the following:
Stand in front of Eva's desk to find her hole puncher. Interact with it and Manny will ask if he can use. Eva will allow it. Do not hold any of the cards that you can find in the first room where the game started.
When inside the Temple where you earn "Happy trails, Captain", move to the tunnel that Chepito entered. Manny will stop there and "I could walk out out of this world and not look back..." will be earned.
In Rubacava during Year 1, go to the dock where Velasco is located. You can find a skull-faced moon at the top left. Select the "Look" button at it.