The Capitalist Investor - Episode 348 Even wealthy retirees face major financial danger if they don’t plan for taxes, market risk, and healthcare costs. Here’s how to avoid the traps. Having $5 million or more saved for retirement doesn’t mean you’re financially secure. Dave and Derek explain the biggest hidden threats facing high-net-worth portfolios today — from concentration risk in tech stocks, interest rate exposure, and RMD-driven taxes, to long-term-care expenses and Medicare surcharges. They break down why planning ahead matters even more at higher wealth levels, and how to protect your investments from forced selling and unnecessary tax drag. If you want to reduce stress in retirement, better manage income drawdowns, and keep more of your wealth working for you, this episode is a must-watch. 📩 Questions about your retirement plan? We invite you to schedule a complimentary conversation with our team.Chapters 00:00 – The surprising risks wealthy retirees face 00:48 – Why $5M portfolios require different strategies 02:23 – RMDs and high-income Medicare penalties 05:03 – Concentration risk: Tech + the “Magnificent 7” 07:00 – Bonds: Why wealthy investors MUST be more strategic 08:52 – Income planning unlocks more investment freedom 10:19 – Why locking in gains matters (annuities discussion) 12:34 – Healthcare + long-term-care costs threaten large estates 15:09 – Market timing and over-hedging mistakes 18:18 – 4 actions wealthy investors must take now 19:40 – Planning removes stress from retirement #RetirementPlanning #WealthManagement #HighNetWorth #FinancialPlanning #TaxStrategy #PortfolioRisk