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1. "Not supporting a friend in her new business"
— Melissa, a consultant from Austin

Money regret: "In my 30s, friends started selling things like Pampered Chef. I would go to the parties and not buy anything. I regret that. My friend was super excited about her business and she thought it was going to take off and she was going to quit her job. I didn't want to feed her false hope. I just didn't buy it. Going back, I would just buy one thing to support her."

Essential lesson: "If there's someone you care about who's selling something, just buy it. Who cares what it is? Today, I would buy anything from anyone."