I did a series of intro adventures to bring 5 players into a campaign. Two of them were completely new to RM. One series of adventures involved the Thieves' Guild and two of the players. Player 1 was the dupe. He was approached by a guild member who said the player had potential and there is a small test if he'd like to try it. The player had to steal a small item from a tavern at one end of town and make his way to a tavern at the other end of town without being caught. He was told there were other initiates attempting the same task so he had to be quick, not get caught, and possibly stop any of the others from succeeding.
Player 2 was the actual Guild's interest. His task was to ensure his mark succeeded in getting from Tavern A to Tavern B. The catch, Player could not know anything at all about any assistance from Player 2. If Player 1 found out about Player 2's assistance, he would be disqualified.
This led to a series of really comedic events that simply could not be scripted. We were crying from laughing so hard. Player A started by posing as a dish cleaner (who actually washed dishes back then?) to get into the tavern. He 'accidentally' tripped, spilling the dishes all over the floor to create a distraction, then snagged the item and ran. He made it to another store to steal clothes to disguise himself.
Player 2 had to stop the dupe from grabbing the item ( I believe it was a small statuette), he had to prevent another initiate from shooting Player 1 with a crossbow. The skills for level 2 players were pretty low, so there were a lot of missed attempts and partial successes. It was like watching the Keystone Cops of the thieving world.
The skills they had to use were many and varied: Stalking, Hiding, Silent Kill, Hide Item, Disguise, Sprinting, Sense Ambush Assassin, Silent Kill, Weapon Skill (Blow Gun), Thrown Weapon, Improvised Weapon, Brawling, Surveillance, General Perception, Acting, Duping, Streetwise, etc.