Let’s talk about money — but not *boring* money. Entrepreneur editor-in-chief Jason Feifer and money expert Nicole Lapin go straight at the most taboo, awkward situations where money impacts our lives, relationships, and careers. In each episode they debate the trickiest questions, offering genuine financial advice about typically hush-hush issues. Then they bring in a celebrity judge to decide who’s right.
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2025-02-20 | You want to do something new. But there’s a problem: Your current thing is so comfortable. So how do you escape the trap of being too comfortable? How do you overcome the fear of leaving something behind, and move forward? Here’s how: Jason calls it tr... |
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2025-02-18 | You have to reach out to someone— and they're a big deal. Maybe they run a huge company and would be a life-changing client for your business, or maybe it's the recruiter at a job you really want. Whoever they are, they're important, and you want to ge... |
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2025-02-13 | You’re being misunderstood. You shared a great idea, or made something wonderful, or told someone something — and they are confused. Now you’re upset. Why don’t they just understand!? But here’s the problem: You started in the wrong place. Jason falls ... |
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2025-02-12 | Jason and his wife, Jen, keep trying to make plans with another couple— but this couple keeps flaking. Now Jason and Jen are wondering: Do they just not like us? To get some insight, they call up their friend Katie Sturino (body acceptance advocate and... |
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2025-02-06 | Do you ever feel like time is moving by too fast? Well, Jason has good news: it is possible to create more time… in a way. Today, Jason will explain what that means, why it works — and how this year can be even richer, more memorable, and feel longer (... |
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2025-02-04 |
"How Soon Can I Follow Up With a New Business Friend Without Being Weird? Help!" Jason just had lunch with a professional contact he genuinely clicked with—someone he could see becoming a real friend. But now, he's wondering: Is it too soon to follow up and plan another lunch? If he reaches out now, will he seem too eager... or jus... |
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2025-01-30 |
How to Fire Someone — or End Any Project — With Respect and Kindness You want to end something. But you’re not sure how to tell people. You don’t want to disappoint anyone. You don't want to say the wrong thing… but you do have to say something. Today, Jason will teach you a four-part formula to effectively and compassi... |
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2025-01-28 | Today, Jason shares a question that's been stuck on his mind: if someone uses AI in their work, does that signal that they’re not good at it? In other words: does use of AI indicate a lack of natural competency or skill? To get some answers (and maybe ... |
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2025-01-23 | We often don’t celebrate endings. We think of them as failures or mistakes — as if the end invalidated everything else. But endings can be many things: They’re how we preserve time and energy, how we reach a healthy conclusion, and how we prepare for s... |
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2025-01-21 |
“How Do I Market and Position My Work So That People Actually Want It? Help!” You do awesome work, you just need people to pay you to do it. So now, you need to figure out: how do you describe your work in a way that gets people to recognize that they want, or better yet, need it? That’s the question that today’s caller, Lisa P... |
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