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You need ad work. You’re never going to make the jump without it. It depends also a bit where you are geographically. You can make spec work. Those are ads that never get produced. You’re making them “on spec” for the client.You can usually find an art director on a Facebook group dedicated to Ads. There is one for the New York area. There’s another called, I think, make ads with me. You might want to think about taking a class or two at a portfolio school. To be clear, I’m not telling you that you have to spend a few years going to school for this, but you need the work in your book. Also, people usually don’t care about the poetry or short stories unless you’re trying to get hired as a content writer. Lastly there are a few agencies that offer internship type experiences for people trying to transition into advertising. Google it. But, I know JWT offered one a few years ago.