On this episode of Simply Money presented by Allworth Financial, Brian unpacks a major market milestone as the Dow crosses 50,000, with Allworth CIO Andy Stout explaining what disciplined investors should do amid AI-driven volatility, valuation concerns, and mixed economic signals. They also dig into Bitcoin’s sharp drop and rebound, discussing whether crypto belongs in a real financial plan, then shift to the highly emotional decision of downsizing your home — covering taxes, lifestyle tradeoffs, and common mistakes retirees make. The show wraps with a powerful look at how small choices today can dramatically shape retirement outcomes years down the road.

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