If you have your heart set on a courier run, let me give you an example of one I ran.
Mr. Johnson is hiring runners to intercept a package. Run is simple and straightforward: Pakage is arriving at SeaTac (or whatever local airport), disguised as a Blah. (in this case, it was a set of golfclubs containing a special item, but anything appropriate can be used). Package will be "escorted" by no less than five individuals of unknown origins and abilities. Your job is to secure the package and turn it over to Mr. Johnson after dealing with the escorts, and getting out of the airport.
Now, how they accomplish this depends on the runners. I have run this senerio twice and both teams have done it different ways. First team did it he hard way. Intercepting the escorts in the terminal, starting a firefight with the escorts, airport security, port authority, and Lone Star. Messy, but eventually getting the job done. Not exactly a rep builder, but hey.
Second team was a bit more subtle. They used a combinations of tracking by magic, drone, and even runners on foot until the escorts were out of the airport and in their limo. Rigger tracked limo, runners got in their personal rides and eventually intercepted the escorts just outside of Downtown Seattle. A decently placed ambush later with a brief, but intense firefight, and the runners were on their way to the meet with Johnson...just ahead of a Star reponse. Better pay off, and better rep.
Point is, set up your scenerio, come up with the main and possible opposition, and give them an objective and let them go. Let them come up with the plan and let them execute is as they see fit. Some may do it the hard way and fail, or others may come up with a different approach and do better. One runner on second team suggested trying to bribe the escorts by making them a "better offer". In this case, it wasn't likely, but I liked the different approach and gave one extra Karma later.