Here is the full list of all 21 Randal's Monday achievements. It takes around 10-12 hours to unlock all of the achievements on Windows.
Beat the final conversation choosing only the correct answers.
Beat the hot plate puzzle on your first try.
Beat the puzzle of the drawers and the books on your first try.
Feed the pigeons three times.
Hit the “kill kitty” button 20 times.
Unlock the hints system.
Beat the game without using the hints system.
Beat the whole game.
Feed the Horsemen.
Complete episode 6.
You made a complete scarecrow.
Tell Bogs the password.
Complete episode 5.
Complete episode 4.
You didn’t fail any question in HAL’s game.
Complete episode 3.
Complete episode 2.
Beat the puzzle of the Sci-Fi Con sign without the bum’s help.
Complete episode 1.
Sell the ring.
Complete the prologue.