In this episode, we challenge conventional wisdom by putting the 4% withdrawal rule to the test against real historical data and a modern retirement income strategy powered by ChatGPT.We unpack:What the 4% rule is and why it’s outdatedChatGPT’s take on the most optimal retirement income strategyReal-life portfolio simulations from 1998–2022, 1973–1997, and 1950–1974The psychology of retirement income planningWhy annuities + growth portfolios may be your retirement superpowerAnd why many advisors might not be acting in your best interest if they’re ignoring annuities📌 Timestamps for Key Segments:00:00 – Welcome back!01:25 – What is ChatGPT and why did we ask it about retirement?03:45 – Challenging the 4% withdrawal rule05:12 – Who is William Bengen aka “Billy the Kid”?07:10 – The original 4% rule explained08:55 – Historical scenario: 1998–2022 with $40k annual withdrawals12:40 – Risks of the traditional approach: inflation, longevity, sequence-of-returns14:20 – The modern alternative: income annuity + equity portfolio16:45 – Guaranteed income math (7.4% payout = $540k annuity investment)18:30 – Miyagi analogy: Risk-off for income, risk-on for growth20:10 – Annuity + 100% stocks result: $1.26M vs. $1.08M22:40 – 1973–1997 simulation with Black Monday24:30 – 1950–1974 bull market test26:00 – Consistency across all timeframes and outcomes28:15 – Psychology of guaranteed income and spending confidence31:00 – Wall Street vs. real retirement income needs33:10 – Why income is the real reason you save in a 401(k)35:50 – ChatGPT's optimal retirement strategy explained37:40 – 40–60% annuity, 40–60% equities = flexibility + confidence41:10 – Why most investment advisors are missing the mark45:25 – Personal stories: retirees with pensions are happiest48:50 – How the 401(k) replaced pensions (and what we lost)52:00 – The hierarchy of retirement planning: Income - Growth - Legacy55:30 – Living longer and happier with guaranteed income59:00 – Tim the fireman: real-world example of a happy retiree01:02:00 – You deserve a plan that gives clarity, peace, and control01:05:00 – Outro: Like, share, subscribe… and let's get these shirts printed!