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Here at The Penny Hoarder, we like to give actionable money advice that doesn’t take an economics degree to apply to your daily life. But a list of should-dos doesn’t always solve the complexities of our individual relationships with money. Have an awkward money dilemma? Send it to Dear Penny.

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DISCLAIMER: Chosen questions and featured answers will appear in The Penny Hoarder’s “Dear Penny” column. We won’t be able to answer every single letter (We can only type so fast!). We reserve the right to edit and publish your questions. Don’t worry — your identity will remain anonymous. We don’t have psychology, accounting, finance or legal degrees, so our advice is for general informational purposes only. We do, however, promise to give you honest advice based on our own insights and real-life experiences.

Starting July 29, Dear Penny will appear Sundays in the Tampa Bay Times!