Along the lines of an ImprovEverywhere skit, it would be entertaining to set up a fake finish line along a running path. Using some tape, or whatever finish lines are made of, stretch it out across the path, and write "FINISH" on it. Gather a crowd along both sides at the end, telling them to cheer when the runner approaches. That way, when the next runner comes along, they will have the satisfaction of winning a race even though they were just running by themselves.
Potential flaws include too good of acting, resulting in the runner thinking they are actually part of a real race. With this mindset, they might stop or try to avoid the finish line, ruining the joy-spreading plan. To counter this, someone would need to be set up earlier in the path in order to tell them that it's a fun joke and they should play along.

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