Following Multiple Paths


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Two roads diverged in a yellow wood,

And sorry I could not travel both

And be one traveler, long I stood

And looked down one as far as I could

To where it bent in the undergrowth.

– Robert Frost, “The Road Not Taken”

Earlier today, I posted on my personal blog about the fear of missing out on alternate lives due to the decisions I make.

I waxed eloquent (I hope) on how worried I am that, because of ways in which I’ve settled in and settled down, there are no more surprises around the bend.

Funny that the same neuroticism doesn’t plague the way I approach my career.

At least not anymore.

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How To Juggle Multiple Careers

Over the course of the past 10 years, I’ve juggled on-campus jobs, part-time retail work, temp work, full-time work, freelance projects, and internships, all in varying combinations.

At first, in my earliest post-college years, I considered full-time work to be the obvious end goal and, for a time, was quite proud of myself as I moved up in the world of academic book publishing.

As my longing for more creative work grew, however, I determined that I could only find happiness as a full-time freelancer.

Now, as the New York Sun teeters on the brink of end times, and I find myself losing a main source of income that was more part-time than freelance (except for the 1099), I’ve been forced to consider that an all-or-nothing approach is perhaps not the best one for me.

And maybe you’ve come to the same conclusion. Perhaps you’ve read The Anti 9 to 5 Guide and One Person/Multiple Careers and are already masterminding the perfect balance of multiple income streams. After the jump, the types of income sources you should consider, and why:

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