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Workplaces are often very, very skilled at making us feel very, very bad about ourselves. Sometimes you need structural reform of the whole workplace, and sometimes you just need a good, old-fashioned pep talk. Whether the crisis in confidence comes from imposter syndrome, or from feeling like you're the only one who thinks it's weird to give a CEO a holiday gift-- we've got some advice. Comedian and writer Josh Gondelman joins host Anne Helen Petersen to answer questions from listeners who are struggling to feel confident at work. 

If you've got a workplace quandary you need help figuring out, get in touch! Check out submission guidelines at www.workappropriate.com, or send a voice memo with your question to workappropriate@crooked.com.