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Make Money and Keep it by Avoiding Bobby Lee's Financial Strategy

Make Money and Keep it by Avoiding Bobby Lee's Financial Strategy

Update: 2025-12-31
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Description

In this episode, Travis brings on his producer to react to a viral Bobby Lee money clip and unpack what it really means to outsource all of your financial thinking to a “money guy.” Together they contrast celebrity-money problems with normal-life money pressures and break down a healthier, more intentional way to manage your finances.​


On this episode we talk about:




  • Whether Bobby Lee’s “I don’t know what anything costs, my money guy handles it” strategy is actually smart or quietly dangerous




  • Why celebrities and ultra-high earners can ignore day-to-day prices in a way normal people simply cannot




  • How blind trust in money managers can turn into disaster stories like Dane Cook’s embezzlement ordeal




  • The mindset difference between “set it and forget it” and regularly keeping a pulse on your income, spending, and runway




  • Practical habits like weekly account check-ins, building a plan, and using money awareness to fuel your drive to earn more




Top 3 Takeaways




  1. You can delegate bill paying and investing, but you cannot delegate responsibility; you still need a basic pulse on what you earn, spend, and keep.




  2. Totally ignoring your money might feel freeing in the short term, but it massively increases the risk of overspending, lifestyle creep, or even getting stolen from.




  3. If you are not already wealthy, you must think about money often—track it, plan around it, and use that clarity to go make more—so you can eventually earn the right not to stress over every dollar.




Notable Quotes




  • “There’s no way to get to a financial situation like that without thinking about money in some regard along the way.”




  • “If you don’t keep a pulse, you’re dead.”




  • “Money only solves money problems, but it’s easier to solve the rest of your problems with money in the bank—so let’s start there.”




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Make Money and Keep it by Avoiding Bobby Lee's Financial Strategy

Make Money and Keep it by Avoiding Bobby Lee's Financial Strategy

Travis Chappell