When you finish a level, your client will give a rating, get a 2 flames rating to get this achievement

On the first campaign of District 1, in the basement you can find a switch higher in the wall,

You can easily get this achievement while completing a Special Object mission. The object is normally worth $250 so find 2 more cash objects or items worth the rest.

Finding the Special object is the easiest. You will need to find a item which will be blinking and then complete the level.

Buy the baseball and University jacket ($2700 total), equip and the achievement will trigger when you start a level