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Which path?

Which path is best for me?

Time spent inside an office toiling away with filing/typing/etc.

or

Time spent outside at a hot dog cart talking with people, enjoying the weather, etc.?

An office job generally pays more in terms of hourly rate, but I get pretty good tips at the hot dog cart, too.

Why does everyone keep on insisting that a “cushy” job is the way to go? Why is working at a hot dog stand so “unfavorable”?

I am stuck with looking at two paths that I am asked to choose between. Why do these things continually happen?