To be fair, it is extremely hard to tell, even for me (OP). Sometimes I feel like I'm nuts because everyone else seems to get by and just deal with it. Am I so special or fragile that I can't just suck it up and do like everyone else?
No matter what angle I look at it though, I don't see how this could not make anyone at least a little bit sick. Spending 40 years (or 10 years if you're aiming for FI) using your life and health away to make some stranger even richer while the best you can hope for is keeping your job. It's absurd, and I can't understand how a lifetime of taking one for the team doesn't make people revolt.
But maybe we're the crazy ones because we're the minority, and can't adapt. I honestly don't know and struggle with this question.
This does not always ease the day-to-day pains I feel about working for "the man." It still makes my blood boil sometimes. But I do appreciate the relative cushiness this position affords me: benefits, decent salary, and perhaps best of all: a full life outside of my working hours. I never have to worry about business development, annual revenues, appeasing shareholders, and all the other risky behavior required to run a successful business.
To be sure, I will never get rich as an employee (without deliberate frugality and smart investments). That's not how the system is set up. But you might find you value a comfortable middle class existence with a lot less stress more than making a lot of money (which requires, generally, a commensurate amount of risk/work). I'm still figuring that out myself.
Source: http://censtats.census.gov/cgi-bin/nonemployer/nonsect.pl
What do you do then?
EDIT: Jesus I sound pompous sometimes...
However, I also believe that this can be accurate of your life (let's be honest, it's accurate of 80%+ of people's lives) and yet not be a cause of constant misery. This seems to be the case for many people, who have much harder jobs than the average HN type and yet are quite happy. I think getting to that state is a route worth exploring.
Unexplored areas of the psyche and rational situational assessment are not at all mutually exclusive. They get along just fine.
If you go freelance, watch the fuck out.
This post reads like you're depressed with the direction of your life, and are bucketing the causes into your workplace because it's intellectually easy to do.
I don't mean that to be disparaging - I say it with authority because I do it too, and your post reads exactly like the monologue that runs through my head every day.
I was a freelancer for many years. It's 85% pipeline management - networking, lining up your next gigs months in advance, and tending to relationships with existing customers to turn them into repeat customers. The actual "do the work" part is trivially simple in comparison.
The personality types that write posts like these tend to do poorly with the high-extroversion high-orderliness traits that make or break a successful freelancing career.
Be extremely fearful of the scenario where you quit your job with spite in ambition's clothing, and find yourself struggling to make money because you thought that making money freelancing was about output, not network.
My advice? Talk to somebody professional and really do an insanely deep autopsy on why you hate working the way you do. I think there are hard answers to be unearthed.
Now if only I could take the advice I'm writing to myself as much as I am to you...