Everyone’s talking about artificial intelligence, and it’s hard to miss how the hype is playing out in the stock market—tech companies are seeing sky-high valuations, and AI has become the next big thing. But is this the same kind of excitement that led to the dot-com bubble, or are we in a totally different moment? I walk through what history can teach us, break down how valuation metrics like the Shiller PE ratio matter, and—most importantly—show you how to put practical boundaries around your own investment decisions during uncertain times.

Key moments:

(02:55) The Shiller PE ratio, market uncertainty and bubble predictions

(08:28) Evaluating your financial goals and risks — and deciding when to take action

(11:14) How diversification and asset location protect your plan

(14:47) Dollar-cost averaging and why a market decline isn’t automatically bad news

(21:36) Aligning your portfolio with your actual spending timeline (especially near retirement)

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