Markets are printing fresh highs, yet some investors are getting crushed—how does that happen? In this roundtable, Ryan Payne, Bob Payne, Courtney Garcia, and Frankie Lagrotteria break down a real case of a couple in their late 50s whose “do‑anything‑to-go-faster” portfolio relied on leverage and crowd‑favorite names…right as they approach full retirement. We dissect why speculation masquerading as strategy can implode even in up markets, why “know what you own and why you own it” matters more than ever, and how to rebuild a plan centered on durable income and disciplined risk management.

You’ll hear why the “Ozempic portfolio” analogy fits—everyone wants the quick fix—but lasting wealth still requires basics: diversified exposure, sensible cash flow, and rules that keep emotions out of the driver’s seat. We also cover today’s opportunities to generate income (value, small caps, international, REITs, and bonds at still‑elevated yields), our 5% rebalance discipline, and the investor psychology traps that move the goalposts until a margin call makes the decision for you. As Bob puts it: time passes, markets operate—embrace that principle, and you’ll stop chasing the cool kids and start compounding with the rich ones.

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