Start a new game and complete the initial HOS in the office (item locations here
http://imgur.com/a/2JiCb )
Give your ticket to the inspector. Enter the Tundel station building and exit through the doors ahead of you. Go forward past the artist and then right on the next screen, click on the hole in the road and collect the locker room reciept. Head back to the station building, move left and speak to the police officer, give him your ID and then the reciept. Proceed into the locker room.
Locker 12 (4646) - $183
Locker 45 (4698) - $121
Save the game, head back out to the artist, move forward, right, forward, left, left and click the office supplies stall. Buy all sixteen items to unlock your achievement then reload the save and use the money to unlock Gourmet and Paramedic if needed..