First, Why Is The Narrator So Angry At His Boss?
The subplot involving the Narrator and his boss has always confused the hell out of me. This is the one person he clearly despises from the depths of his heart. But why?
Sure, most people aren't in love with their bosses, but the one early interaction they have is a routine employer-to-employee conversation, in which he's asked to get some paperwork done. We don't see any examples of mistreatment. The job requires a lot of travel and stress, but he's getting a fat paycheck for it, enough to buy all of that stuff he's been hoarding in his condo.
Once the Fight Club stuff starts, the Narrator begins to regularly show up at work with a messed-up face and bloodsoaked clothes, is rude to colleagues, smokes, and lashes out when mildly confronted. His boss reacts to all this by ... calmly asking him to take some time off. In response, the Narrator later shows up in his office, tries to blackmail him into paying him not to work, and beats the shit out of himself to frame his boss for assault. He pauses to triumphantly say/think, "I am Jack's smirking revenge."
I'm sorry, but revenge for what? Clearly there's only one person being an asshole here, and it's you. Unless, of course, we're missing key context.
Viewers simplify this whole sequence to "He hates working in an office job that robs him of his masculinity," but that just makes our hero look like a psychopath. Why not look for a different job? Preferably one that requires less travel? But this character has this particular job for a reason. The movie doesn't make him, say, a traveling salesman or copier repair tech.
It turns out that company and that boss knowingly sends out cars with, quote, "front seat mountings that failed collision tests," "brake linings that stop working after a 1,000 miles," and "fuel injectors that explode and burn people alive."
That, then, brings us to Tyler Durden. If this was just a story about a guy who hates being an office drone, then it would make sense that his imaginary friend / alter ego would be the manliest man's man his imagination could come up with. But that's not what this story about -- it's about coming to terms with a system that trades lives for a few dollars off the bottom line.