Farming Simulator

This cheevo is easily obtained in the first few minuets of starting a new game.
From the main menu select career, new save file and set to easy.
Select Hagenstedt and select no for the guided tour.

As soon as you spawn press left on D pad until your in a green tractor with a shop in front of you.

Press x to exit the tractor and enter the shop and walk up to the blue icon and press RB.

Now buy as much kit as you can to get your finances as low as possible and exit the shop.

Now press the start button and RB to go to the settings page and set timescale to 120x
and exit.

Click the left thumbstick until the pda shows the finances page and watch your balance slowly disappear. Once it reaches a negative value the cheevo pops.

Very easy to achieve.
Start a new game, and buy everything from the menu until you have about 190$ left.
Then set time to 120x Speed and just wait (some minutes) until you have 0 $ and when it hits -1$ you got yourself a nice 50G.