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Rolling over a certificate of deposit (CD) might not be the best strategy for maximizing returns, as discussed in the context of a $21,000 CD expiring. Instead of continually investing in CDs with fixed interest rates of around 5%, it is suggested to consider diversifying into more yield-bearing assets such as SPYI or QQQI, both of which can potentially offer better returns. The emphasis is placed on having a well-rounded portfolio that is not solely reliant on guaranteed yields but also includes growth-oriented investments. Additionally, it is crucial to ensure that your emergency fund is fully funded and that high-interest debts are cleared before reallocating investments.