Once you're inside, examine the Pallet on the right. A cane belonging to Lee's father will fall out. After a short conversation with Clementine you can examine the Bedding, look at the Alley in the background, but above all pick up a Photo lying next to the bed. After a while Carley will enter the office. Your answers do not matter except for the last one - see the table for details.
8. "I'll just keep it to myself."
Carley will remember you trusted her.
(2): How can I trust you?
(3): I don't trust you.
Carley will remember that you didn't trust her.
As soon as Carley exits the office, go to the right. You can look at the Pharmacy Door leading to a drug supply room and the Desk. Try to move the Desk. Clementine will offer her assistance. While you will be moving the desk you'll be talking about her and your past. Your answers will not affect the further gameplay. Once the desk is in the right place, Clementine will cut her finger. The scene will change and you will be able to see some other items.
Open the left desk Drawer and search it. You will find a remote control. You can try to turn on the television above on the right, but you won't be successful. Next, search the First Aid Kit on the table on the right and then look at Clementine's wound.
Once you've had a look at the wound, put a plaster on the finger, which will stop the bleeding. There is nothing more to do here. You need to exit the office, but before you do, you'll have to answer Clementine's question.
When you return to the main room talk to her again - if you ask about her finger ("How's your finger?"), and then keep the conversation going by saying "I know I'm not your dad...", you will show interest in your charge ("You checked on Clementine").
At this point, Glenn should say something. If he didn't, talk to Clementine and ask about it ("Have you heard from Glenn?" / "Any word from Glenn?"). Once the conversation ends, if you are ready to go to rescue him, speak with Carley and choose the "You ready to head out?" option and then "Yeah.".