Please Knock on My Door: How to Get All Achievements

Once per day you can get those black boxes with the main character’s thoughts in them (while in the apartment) from eating at the kitchen table. When you get the text from eating on Monday during the first week, reach the end of it by only picking the choice on the right.

Play in the Game or Experience game mode and take your character below 10. That will force you to use the Sleep interaction at the bed which should trigger the achievement!

During the game’s first week, on Friday, go to work then select the option to go home again during the ‘white text on gray cloud’ choice screen.

During the first week, get 60 points and use Chat at the computer.
(Alternatively, play in Story mode and simply use the Chat interaction.) 

You want the story text where the main character writes to Jenny. Write a message to Jenny, and when she doesn’t respond simply select Wait. That should lead to Jenny responding and unlocking the achievement.
(If you don’t get it on the first try, simply use the Chat interaction again. You might need to wait a day though.)

You need to stay home from work every day during the first week.
Make sure you do interactions that take only a short time before mid-day, so that the narrator talks to you 4 times about how you should be at work.

These story-pieces can happen between 7.30 and 12 o’clock. It is not necessary to listen to all of them, except for the ones on Friday. At the end of the Friday’s narration-chain, you’ll have the achievement.

Call Dad on Monday during the first week (at the window in the kitchen) and tell him the truth (always choose the option on the right).