re: Working 2 jobs at once - is this wrong?

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However, the companies are competitors and would never allow this.

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This should stop the debate immediately. Otherwise, your friend wants to deceive BOTH companies.

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On the flip side, my pal is super intrigued by the money and - if he could just make it ride for 2 years - he could pay off his house and stick another 6 figures in the bank.

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What is his plan if he's discovered and goes from 1 or 2 incomes to 0 income and with damaged job prospects?

And I don't mean just in his field. This type of risk taking would likely be discussed fair and wide, depending on how people are connected.