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. What we cover: Why leverage is a “rocket booster” on both gains and losses—and how portfolios can sink while indexes rise The danger of fashion FOMO: copying friends, gym talk, or headlines instead of a plan Income blindness: several million invested but only ~$4K/year in cash flow—why that’s a retirement red flag Today’s income playbook: value, small caps, international, REITs, and bonds (with yields still attractive) Discipline over drama: our 5% rebalance trigger and rules that keep feelings from running your money Investor psychology: goalpost‑moving, “being right twice” in speculation, and volatility as the fee for long‑term returns Practical steps to audit and de‑risk before retirement Key takeaways: Know what you own and why. Double‑levered bets can fall even when the market is up—understand the mechanics before you buy. Build real cash flow. Retirement works best when your portfolio pays you, so diversify toward durable income sources. Write your rules. Pre‑commit to rebalance triggers, position limits, and exit criteria to avoid emotional decisions. Approximately right beats precisely wrong. You don’t need to predict the next macro move; you need a plan you can stick to. Calls to action: If you’re within 5–10 years of retirement, run a leverage and income audit on your portfolio. Want help building a rules‑based, income‑focused plan? Schedule a consult with the Payne Capital team and let’s put discipline to work: paynecm.com/financialplan/ —Enjoying the show? Follow, rate, and review Payne Points of Wealth on Apple Podcasts and Spotify and share this episode with a friend who’s chasing “quick wins” instead of compounding.