4. Payday For Ray/Marked Man
Game: GTA3
Objective: A cop wants to play a game. Its a tortuous game where you drive around the city answering phones within a limited time. Outside of being a clever homage to the classic top down 2D games, it is one tough task.
Why is it hard: If you dont have one of the fastest vehicles in the game on hand youre already screwed. There was also once again no map feature in GTA3 unless you had your hands on a modified PC version. To compensate you were given a foldout map in the case, which if you lost can screw you over further. An honorable mention thats a similar mission is titled Marked Man which has you smuggling Ray out of Liberty City. The same hindrances apply although this mission may require even more luck as it has you aimlessly driving under tunnels. Regardless, both missions are ridiculously hard.