Should I Avoid Sounding Pedantic?

One of the questions I fear the most in the workplace is the seemingly innocuous "How are you?" I never know how to answer this question without sounding either pedantic or stupid.

When I first started learning English at 7 1/2 years old, the first grammatical rule that got drilled into me was the distinction between "good" and "well." By the time I moved to the United States, I cringed at hearing anyone say "I'm good" or answer the dreaded question with "good." However, during the cruel years of middle school and high school, I did everything I could to fit in. Which meant inserting at least two "likes" into every sentence and adopting "I'm good" into my lexicon. This continued to work for me throughout college and I stopped experiencing knots in my stomach every time I heard a grammatically incorrect use of "good."

However, this problem is now recurring in the workplace. A typical scenario goes something like this:

1. A coworker asks "How are you?"
   
2. Mini anxiety attack. Think, Irina, think.
   
3. Option 1: respond with "I'm good." How painful. That is so grammatically incorrect. I cannot do this. What if the coworker thinks that I believe this to be the grammatically correct way to respond? Then he will judge me for getting such a basic rule wrong.
   
4. Option 2: respond with "I'm well." That sounds way too pedantic. What if the coworker thinks that I consider myself than everyone else in my quest to use correct grammar at all times? Especially since he himsef probably have used "I'm good" many times before.
5. Option 3: respond with "I'm doing well." That sounds a little bit less pedantic than option 2, but it is slightly long-winded. What if the coworker has to run? What if I have to run? Will he think I am dragging out this insignificant exchange? What if I stop over analyzing everything? I really should answer now. This 2-second pause is becoming really awkward.
6. Final answer: "I'm good. How are you? Does it look like you will be having a busy day?" Oh good, I said a few things after the "good" to distract him and divert his attention to his own thoughts. This way, he will not have time to evaluate I answer.

Maybe I am over analyzing, but I go through this thought process (in lightning form, obviously) whenever I am asked that question. What do people think? Does it matter at all? Should I just suck it up and answer with "well"?

UPDATE:

As readers on Brazen Careerist have pointed out to me, supported by Grammar Girl, saying "I'm good" is a perfectly grammatically correct response. In this instance, "am" serves as a linking verb and it is grammatically correct to use adjectives after linking verbs. Therefore, "good" is an adjective modifying the noun "I." The reason I was confused before is that I was perceiving "good" to be the adverb modifying the verb "am." But it is not. It is an adjective. I hope this makes sense.

Also note that, per Grammar Girl, it is actually not entirely correct to respond with "I'm well" when asked how you are doing. "I'm well" refers to the state of your health, not to the state of your happiness. So you can use "I'm well" to mean that you are now feeling better (than you were before...presumably you were sick), but not to mean that you are in a good mood, etc.

Every Girl Has Thought About Marrying Rich at Some Point

When I was in Moscow several months ago, I met up with a male friend of mine for a cup of coffee. In this case, the word "friend" is a bit of a stretch. He messaged me on Facebook a year and a half ago, flew halfway across the United States to meet me and propositioned a long-distance relationship. I was immediately freaked out by his direct actions and slowly let him down after spending a whole day showing him around San Francisco. However, when his Facebook status informed me earlier this summer that he got a job in Moscow working in a private equity fund organized by a very powerful Russian bank, I was impressed and intrigued. Which is why we met up for that cup of coffee.

The friend, whom I shall refer to as Dmitry, turned out to be quite an impressive guy. We talked about a lot of things: getting a job in Moscow when you have work experience in America (fairly easy), convincing your interviewer to hire you even though he can hire three Russian guys for the same cost who will work just as hard (really hard), cultural differences between America and Russia (too many) and things that are culturally unique to Russia's capital (e.g. if you take the metro, you are considered a lower-class person). It was a great experience for me - I learned a lot from him that would be helpful when I try to get a job in Moscow within the next several years. I also now really liked him (of course, Murphy's law...) and could not believe I was stupid enough to reject him back when he was interested. Timing is everything. We did not work out, but that is a story for another post.

One of the things that he said that really stuck with me was when we talked about what each of us wants out of this life. He said that, for a woman, a career as a high-powered executive and a good family life is much harder than for a man (don't I know...thank you, Cecilia Ridgeway). I agreed, but said that I need to make something of myself in this life and am willing to work hard at it. This, by the way, is being tested right now. Dmitry replied that a woman has a much higher chance of meeting and marrying a rich man when working for a non-profit or some kind of charity because men with real wealth often deal with organizations that are of philanthropic nature. This was in contrast to really hard working females in law, banking, consulting, and other upper middle class professions, who meet men at work and marry them. They then have combined incomes of approximately half a million dollars, which is really great, but not as high as others "out there."

To be completely honest, the statement haunts me to this day. A small part of me wants to just marry a rich guy, live the high society lifestyle and enjoy a financially-worry-free life. And then the majority of me hates the trophy-wife small part of me for even suggesting that to myself. Because it is not honorable and in the end I do want to make something of myself. So I'll just keep on working for now...and maybe watch out for some of those non-profit volunteering opportunities.

Disclaimer: I am by no means a gold digger. I think at some point every girl has felt like this...deep deep deep down inside. Even if she is not willing to admit it.

Also, this guy came off like a snob in this post, but he really is not. He is a great guy. I just best remember the most scandalous things that he said during our conversation.