We went live, the chat exploded, and a listener voiced what so many feel but rarely say out loud: “I’ve followed the rules—so why doesn’t my Retirement Plan feel safe?”




https://www.youtube.com/live/gFQYEJWlWpI




Bruce gave me the look that says, “Let’s tell the truth.” Because we’ve seen it over and over: neat projections, tidy averages, and a plan that works—until the world doesn’t. Markets don’t ask permission. Inflation doesn’t use a calendar. Life throws curveballs, blessings, and bills.



If your Retirement Plan only survives in a spreadsheet, it’s not a plan—it’s a hope. Today, let’s trade hope for structure and anxiety for action.







What You’ll Gain From This GuideYour Retirement Plan Isn’t Just Math—It’s LifeRetirement Planning Risks You Can’t IgnoreSequence of Returns RiskInflation and the Cost-of-Living SqueezeTaxes (The Leak You Don’t See)Is the 4% Rule Still Useful? The 4% Rule Is a Guide, Not a GuaranteeThe Cash-Flow ToolkitFoundations — Guaranteed Income in RetirementFlexibility — Cash Value Life InsuranceDiversifiers — Alternative Income InvestmentsRetirement Plan Buckets Liquidity / “Free” Bucket (safety net)Income Bucket (essentials)Growth / Equity Bucket (long-term engine)Estate / Legacy Layer (optional)Taxes: Design for Control, Not SurpriseBehavior, Purpose, and Work You LoveInfinite Banking—Where It Fits in a Retirement PlanWhat Makes a Strong Retirement Plan?Take the Next StepBook A Strategy CallFAQWhat makes a strong retirement plan?Is the 4% rule safe for my retirement plan?How do taxes impact my retirement plan?Can whole life fit into a retirement plan?What are retirement income buckets?How can I protect my retirement from inflation?What’s the role of annuities vs bonds in a retirement plan?Who qualifies as an accredited investor?



What You’ll Gain From This Guide



In this article, Bruce and I break down what actually makes a strong Retirement Plan for real families:




Why accumulation-only thinking creates a false sense of security—and how to pivot toward reliable income.



The big retirement planning risks to plan for: sequence of returns risk, inflation and retirement, and taxes.



Why the 4% rule retirement guideline is a starting point, not a promise.



How to use retirement income buckets—in the same language we used on the show—to avoid selling at the worst time.



Where guaranteed income in retirement, cash value life insurance, and (when appropriate) alternative income fit.



How Roth conversions, withdrawal sequencing, and structure put you back in control.




You’ll walk away with a practical framework to move from “big balance” thinking to a Retirement Plan you can live on—calmly.



Your Retirement Plan Isn’t Just Math—It’s Life



Static models vs dynamic lives.As Bruce said, no family is static. Monte Carlo averages over 50–100 years don’t describe your next 20. Averages hide timing risk. If poor returns arrive early while you’re withdrawing, “average” performance won’t save the plan—cash flow will.



From accumulation to income.Most of us were trained to chase a number. But the goal of a Retirement Plan isn’t a pile—it’s predictable cash flow you can spend without gutting your future. That shift—from “How big?” to “How dependable?”—changes the tools you choose and the peace you feel.



Use the LIFE purpose filter.We run every dollar through a purpose lens: Liquid, Income, Flexible, Estate. When each bucket has a job, decisions get simpler and outcomes get sturdier.



Retirement Planning Risks You Can’t Ignore



Sequence of Returns Risk



How Your Retirement Plan Avoids Selling Low



Sequence risk is the danger of bad returns showing up early in retirement. If your portfolio drops while you’re taking income, you must sell more shares to fund the same lifestyle. That shrinks the engine that’s supposed to recover—and can cut years off a plan.



Your protection: hold dedicated reserves and reliable income so market dips don’t force sales. (We’ll detail our buckets in a moment—exactly as we discussed on the show.)



Inflation and the Cost-of-Living Squeeze



Build Inflation Awareness Into Your Retirement Plan



Prices don’t rise politely. Even modest inflation, compounded, squeezes fixed withdrawals. Bond yields, dividend cuts, and rising living costs can collide.



Your protection: blend growth and income that can adjust, avoid locking everything into fixed payouts that lose purchasing power, and review spending annually so your Retirement Plan keeps pace with reality.



Taxes (The Leak You Don’t See)



Retirement Plan Tax Strategy & Withdrawal Sequencing



Withdrawals from tax-deferred accounts are ordinary income. That can:




Push you into higher brackets



Trigger IRMAA Medicare surcharges



Increase the taxation of Social Security



Complicate capital gains planning




Your protection: design taxable, tax-deferred, and tax-free buckets; use Roth conversions in favorable years; and sequence withdrawals to manage brackets and RMDs—not the other way around.



Is the 4% Rule Still Useful?



The 4% Rule Is a Guide, Not a Guarantee



Stress-Test Withdrawal Rates You Can Actually Live With



We don’t hate the 4% rule; we just refuse to outsource your life to it. Yields, inflation, fees, and timing change the math. When low-yield years pushed chatter toward “2.8%,” it proved the point.



A better approach:




Stress-test 3%–5% withdrawal rates.



Add non-market income (pensions, annuities vs bonds, business/real-asset cash flow).



Keep dedicated reserves so you don’t sell at the bottom.




Turn a rule of thumb into a plan.



The Cash-Flow Toolkit



Foundations — Guaranteed Income in Retirement



Cover Essentials, Then Take Prudent Risk



A predictable floor is priceless. Pensions, Social Security, and income annuities can cover core expenses so volatility doesn’t dictate your grocery list. You trade some upside for contractual certainty—and many families prefer sleeping well to chasing every basis point.



Flexibility — Cash Value Life Insurance



Downturn Buffer, Tax-Advantaged Access, and Legacy Backfill



Done properly, this can strengthen a plan:




Downturn buffer: use cash value to fund spending during market slides—avoid selling equities at a loss.



Tax-advantaged access: policy loans/distributions (managed correctly) can supplement income without spiking taxable income.



Legacy backfill: the death benefit protects a spouse and replenishes assets for heirs, letting you spend with confidence.




This is one reason infinite banking retirement thinking resonates: control and optionality matter when life isn’t linear.



Diversifiers — Alternative Income Investments



Accredited Investor Rules, Liquidity, and Position Size



For those who qualify under accredited investor rules, private credit, income-oriented real estate, or operating businesses can provide alternative income investments with lower correlation to public markets. They’re not risk-free and often lack daily liquidity—so size positions prudently. The draw is simple: steadier cash flow vs accumulation.



Retirement Plan Buckets



We didn’t frame them by time horizons on the episode; we framed them by purpose. Here’s the exact structure we discussed and use with families:



Liquidity / “Free” Bucket (safety net)



Cash, money market, CDs, cash value life insurance.Purpose: fund spending and surprises without touching equities during a downturn; bridge timing gaps so sequence risk doesn’t bite.



Income Bucket (essentials)



Social Security, pensions, annuity income, bond ladders, durable dividend payers.Purpose: dependable monthly cash flow for core lifestyle needs so markets don’t control your paycheck.



Growth / Equity Bucket (long-term engine)



Broad equity exposure and other long-term growth assets.Purpose: outpace inflation and periodically refill income/liquidity buckets.



Estate / Legacy Layer (optional)



Life insurance death benefit, beneficiary designations, trusts.Purpose: protect a spouse and pass values + capital with clarity.



Taxes: Design for Control, Not Surprise



Roth conversions:Convert slices of tax-deferred money when brackets are favorable to grow your tax-free bucket.



Withdrawal sequencing:Blend taxable/Roth/tax-deferred withdrawals to target bracket thresholds, manage IRMAA, and soften RMDs later.



Give with intention:If charitable, consider appreciated assets or bunching strategies; align with your estate plan.



We also coordinate tax buckets—taxable, tax-deferred, and tax-free (Roth/cash value)—so your Retirement Plan controls brackets, IRMAA, and RMDs rather than the other way around.



A tax-smart Retirement Plan can add years of sustainability without asking for more market risk.



Behavior, Purpose, and Work You Love



Clarity about why the money matters anchors behavior when markets wobble. Travel with grandkids? Fund ministry? Launch a family venture? Purpose steadies the hand.



And one more lever: if you enjoy your work, consider delaying full retirement. Each extra year can improve the math dramatically—more contributions, fewer withdrawal years, and potentially higher Social Security benefits.



Infinite Banking—Where It Fits in a Retirement Plan



Lenders profit from your lifetime financing. Strengthening your family’s “bank” can keep more control in your hands:




Finance major purchases through your system rather than outside lenders—recapture more interest.



Maintain cash value as a volatility buffer.



Use the death benefit to protect a spouse and fund legacy goals.




It’s not magic. It’s discipline and design—complementary to the rest of your Retirement Plan.





What Makes a Strong Retirement Plan?




Built for dynamic lives, not static spreadsheets.



Prioritizes cash flow you can spend, not just a big balance.



Plans around sequence risk, inflation, and taxes—on purpose.