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Back in my banking days, I had a general rule of not investing in companies within the financial sector. My reasons were twofold:
1) A simple S&P 500 index fund has plenty of financial exposure already, and
2) It seemed a bit risky to put my future income (retirement investments) in the same basket as my current income (employment).

Years have passed, and I am now in the healthcare finance biz. I've always expected, as many prognosticators do, that healthcare equipment manufacturers, pharmaceuticals, insurers, hospital management companies, etc. would benefit significantly over the next 20-30 years as the Baby Boomers begin to need more medical care. Being a mere 30 years old, I have plenty of time to take advantage of this, if it be true.

If I'm wrong, though, I could get downsized and watch my portfolio tank at the same time. What are your thoughts on investing in the sector in which you work(ed)?

--
Raven
If you know the field, you should invest there (overweight)
Invest, but no more or less than other sectors (normal weight)
A little exposure is good, but don't stake your whole future on it (underweight)
Stay out; you could lose your paycheck and your portfolio at the same time (avoid)
I have an industry sector in my pants

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