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Comment on Ask HN: Will working on my own hurt my career?

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Assuming that you're worried this "time off" won't look to good to future potential employers, I think you've got the wrong attitude. People will have different opinions on it, but my advice would be to create a business entity for these projects, then just list and talk about your employment/operation of a business like any other work experience. Don't frame it to potential employers or others as "taking time off"; you're not taking time off to screw around, you're going to be working. It's productive business time, tell it like it is. You don't have to call it a start up, but after the fact, if you'd like to get back into the BigCo world, say you spent a few years running your own development shop for the experience.

Along with setting up a business, make a website and run a blog with it. Highlight the products you release, and give anyone who searches your past a clear idea that you were being productive and successfully managing a small business. Keeping it looking respectable is all about how you frame it and portray it.

Thanks, this is great advice! I will absolutely do this, not because I want to deceive people, but because I do want to turn this into a real business. If I structure this as a real business, then it puts my head in the right place as well.

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