The imaginary guy kept giving him assignments

From that snippet, can you figure out the movie title?
Not that I could give you the answer. I passed 2 co-workers outside the breakroom and they were talking about a movie plot. here is the snippet from when I walked by "The one guy starts having an affair..."
The second snippet is as listed in the title of this blog entry.
If you figure it out, let me know. I just might send you a fabulous prize.