Simply Money

On this episode of Simply Money presented by Allworth Financial, Bob and Brian explore what true wealth in retirement really means, from aligning your spending with your values to making smart pension choices, planning for business succession, and tackling real listener questions about emergencies, uneven expenses, and estate duties.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian explain why channeling Rip Van Winkle might be the smartest financial move you make this year, especially amid scary headlines about war, inflation, and market volatility. They walk through what would have happened if you had invested millions of dollars and then “slept” through some of the worst market moments in modern history—from the oil embargo and Black Monday to the tech bubble, the financial crisis, and COVID—and why in nearly every case, disciplined investors who stayed put woke up significantly wealthier.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian explain why the first five years of retirement can make or break even a $5 million portfolio. They break down sequence of returns risk, walk through real-world examples of how early market drops can permanently impact your plan, and share strategies like liquidity buckets and disciplined rebalancing to protect your future. Plus, common 401(k) mistakes successful investors make, how to prevent concentrated stock from quietly dominating your portfolio, what to do if your financial life is split across multiple advisors, and how to safeguard your finances if a spouse becomes cognitively impaired.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian break down the stock market volatility tied to escalating tensions in the Middle East and the critical Strait of Hormuz, where roughly 20% of global oil flows, looking back at the 1973 OPEC oil embargo, stagflation, and how markets have historically responded to geopolitical shocks. They also cover State Farm’s historic $5 billion dividend payout to auto policyholders, Google’s bold move to issue a 100-year bond as a long-term AI confidence play, and the reality of potential Social Security benefit reductions in the early 2030s. Finally, they wrap with listener questions on adjusting stock allocations amid global conflict, calculating emergency cash when income fluctuates, and whether to lock in gains early in retirement or simply rebalance and stay disciplined.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian break down the market reaction to escalating conflict in the Middle East and explain why, despite headlines that feel different every time, markets price expected earnings—not emotion. They walk through the psychological biases that can push even experienced, high-net-worth investors into costly mistakes and outline what would truly signal a structural market shift. Then, they uncover a hidden tax bomb that may be lurking in your brokerage account—especially if you hold highly appreciated ETFs or concentrated company stock—and share smart, multi-year strategies to manage capital gains before they manage you.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian break down how investors should interpret the major geopolitical conflict unfolding in Iran and the broader Middle East. Allworth Chief Investment Officer Andy Stout joins the show to explain how markets are pricing in the uncertainty, why the Strait of Hormuz matters so much to global oil supply, and what a “worst-case” energy disruption could mean for inflation, Fed policy, and your portfolio.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian ask a powerful retirement question: if work vanished tomorrow and money wasn’t a concern, who would you be? They explore why affluent professionals often fear losing purpose more than running out of money, how identity and spending shift after retirement, and why “test-driving” your next chapter may be the smartest move you make. Plus, what Americans say they’ll do with their tax refunds — and why reality will likely say otherwise.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian tackle a question that hits differently when you’ve built real wealth: if the market dropped 20% tomorrow, what would you actually do? They walk through the emotional and mathematical realities of managing a $2–10 million portfolio, why risk tolerance and plan design don’t always align, and how shifting from accumulation to preservation changes everything. You’ll also hear strategies around sequence of returns risk, separating income streams from piles of money, and why diversification today may mean more than just a 60/40 portfolio

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian unpack why the rise of AI company Anthropic is moving markets—even though you can’t invest in it—and what that means for portfolios that may already be heavily exposed to tech. The conversation then shifts to retirement realities, including the often-underestimated cost of healthcare and the critical need to plan for cognitive decline before it becomes a crisis. They also highlight a troubling AI deepfake scam that cost an 82-year-old woman $200,000 and share practical steps to protect your family, while answering listener questions on Roth conversions, managing excess cash, and whether the AI boom is just another bubble in the making.

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On this episode of Simply Money presented by Allworth Financial, Bob and Brian break down the latest Social Security shortfall projections and what they really mean for your retirement plan, discuss whether new hedge-fund-style ETFs add real diversification or just complexity, explore how to stay relevant in an AI-driven workplace, and answer listener questions on portfolio risk, diversification, and protecting your financial information in today’s digital world.

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