Serial Cleaner
29 Achievements
8-10h
Out of the Frying Pan and into the Fire
Use a shortcut to escape an enemy and then get caught by an enemy at the other side
23.2%
How to unlock the Out of the Frying Pan and into the Fire achievement in Serial Cleaner - Definitive Guide
Here's a youtube video to help :
This sounds more complex than it actually is. There are shortcuts scattered through many contracts that will instantly take you across the map somewhere else, and can be used to escape police if they've seen you. However, they will stick around for a few seconds after you lose them so you just need to attract another cop and lead them to where you just exited from, then go back in and get caught by the first cop. It's likely this will already happen during your first playthrough before you know the maps very well.
On certain contracts, there are shortcuts that transport you across the map. Get a police officer to notice you on both sides of the shortcut and go back and fourth until you are caught.