Saving for retirement and living on those savings are two different skills. The second one is decided in the years just before you stop working, and most of the decisions cannot be undone.
Retirement income planning is working out how Social Security, pensions, workplace plans, IRAs and other savings will combine into reliable cash flow for the rest of your life, in what order each is drawn, and with what tax result. It has to happen before you stop working because the moves with the most leverage, Roth conversions in lower-income years, Social Security timing, repositioning the portfolio gradually, are only available while a paycheck still covers your expenses.
The habits that built the balance are not the habits that make it last. Income planning is the second job.
Saving is accumulation: put money away, let it compound, ignore the market's bad years because nothing is being sold. Income planning is decumulation: turn the balance into a monthly amount that has to last twenty or thirty years, through bad markets and rising costs, without a paycheck to fall back on. A market decline that was survivable at 45 is a different event at 66, because now you are selling shares to live on.
Income planning answers four questions. How much can be drawn each year without running out? Which account funds each year, and in what order? What tax does each withdrawal create, and how does it interact with Social Security and Medicare? And what changes if one spouse dies, a care event arrives, or the market falls in year two? A 401(k) balance answers none of them.
Social Security is the foundation. For a typical worker, the Social Security Administration's own estimates put the benefit at roughly 40 percent of pre-retirement earnings, and most households need well more than that. Pensions are rarer each year, so the gap is closed from savings, in an order that decides how long the money lasts and how much of it goes to tax.
The bridge years are when soundings are taken. Once you leave the harbor, course corrections get harder and the options narrow.
Moving traditional IRA or 401(k) money to a Roth creates taxable income in the year of the conversion. The years between the last paycheck and required minimum distributions are often the lowest-income years of adult life, which makes them the window where conversions may fit, in amounts that stay under the brackets and Medicare thresholds that matter. Wait until distributions are required and the window has closed.
For anyone born in 1960 or later, full retirement age is 67. Claiming early permanently reduces the benefit; delaying to 70 permanently increases it. For a couple, the higher earner's decision sets the survivor benefit. The decision is modeled against taxes, other income and health years in advance, not made the week the paychecks stop.
Shifting from a growth allocation toward one built to fund withdrawals is done gradually, over years, so no single bad market forces the change. Done all at once in the month before retirement, it is a bet on timing.
Roll over, leave in place, or combine. Cost, investment options, creditor protection and the rule allowing penalty-free 401(k) withdrawals after separation at 55 or later all bear on it. The decision is easier made before the last day than after.
Many people retire earlier than they planned, through health, a layoff or a family need. Planning that assumes 65 and gets 62 has to absorb three years of withdrawals it did not model and a Medicare bridge it did not fund. Starting early is insurance against the calendar.
Most retirees draw from several. Sorting them into predictable and variable is the first step.
| Source | Type | What decides the amount |
|---|---|---|
| Social Security | Predictable, inflation-adjusted, lifelong | Earnings history and claiming age; spousal and survivor rules for couples |
| Pension | Predictable, sometimes without inflation adjustment | Employer formula; the single-life versus survivor election is permanent |
| Workplace plan (401(k), 403(b)) | Variable | Balance, investment mix and withdrawal rate; rollover decision affects options and cost |
| IRA (traditional and Roth) | Variable | Tax treatment differs; traditional withdrawals are taxable and eventually required, Roth withdrawals are generally tax-free |
| Taxable accounts and other assets | Variable | Capital gains treatment; often drawn first to let tax-advantaged accounts keep growing |
| Part-time work | Variable | Can interact with Social Security's earnings test before full retirement age |
The planning convention is to assign predictable income to essential expenses first, so the portfolio only has to cover the rest. That gives the invested assets room to ride out a poor year without forced selling. Knowing your monthly number, the actual cost of your life, is what makes the rest of the arithmetic precise.
Longevity, inflation and sequence of returns. Each is planned for, not predicted.
People routinely live twenty to thirty years past their last paycheck. A plan built for fifteen fails quietly in year sixteen. Delaying Social Security, which raises the lifelong inflation-adjusted benefit, is the most direct tool against it.
A flat monthly draw buys less every year. Social Security adjusts; most pensions and all fixed withdrawals do not. The portfolio has to keep enough growth to keep pace, which is the tension at the heart of allocation in retirement.
A market decline in the first years of retirement does more damage than the same decline later, because withdrawals are taken from a shrunken portfolio and those shares never recover. A cash reserve covering a year or two of withdrawals, and a withdrawal rate the portfolio can sustain, are the usual defenses. Healthcare sits across all three: costs rise faster than general inflation, a care event can arrive at any age, and anyone retiring before 65 has to fund coverage until Medicare.
How much to draw, and from which account first, decides both how long the money lasts and how much of it goes to tax.
A commonly cited starting point is a first-year withdrawal of around 4 percent of savings, adjusted for inflation thereafter. It is a reference point, not a rule; the sustainable rate for a given household depends on age, other income, the asset mix and how flexible spending can be in a bad year.
Sequence matters as much as rate. Drawing taxable accounts first in the early years can keep taxable income low while tax-deferred accounts continue to grow, and can open room for Roth conversions before required minimum distributions begin. Later, Roth withdrawals can fund spending without pushing income across the thresholds that raise Medicare premiums or the share of Social Security that is taxed. New Hampshire does not tax any of this at the state level; Massachusetts taxes most retirement withdrawals and private pensions, which makes the order a state question as well as a federal one for households near the line. The right sequence is specific to the household, and it is coordinated with the claiming decision rather than after it. This is not tax advice; confirm current rules with your CPA.
KBR is built for the years on either side of the last paycheck.
KBR Retirement & Investment Solutions, LLC is an independent, fee-only registered investment adviser in Londonderry, New Hampshire, serving pre-retirees and retirees across southern New Hampshire and northeastern Massachusetts. Bernie Ross personally handles each client's planning, coordinating retirement income, Social Security timing, the 401(k) decision, taxes, estate documents and long-term care, and continues to service the relationship himself. The process runs in four steps, described in how the planning process works; registration and the current Form ADV are linked from Disclosures.
Retirement income planning is working out how Social Security, pensions, workplace plans, IRAs and other savings will combine into reliable cash flow for the rest of your life, in what order each is drawn, and with what tax result. You need it before you stop working because the most useful moves, Roth conversions in lower-income years, Social Security timing, repositioning the portfolio gradually, are available only while a paycheck still covers your expenses. Once income stops, the options narrow and the decisions become permanent.
Five to ten years before your target date is the useful window. That leaves time to model claiming, use lower-income years for conversions if they fit, phase the portfolio from growth toward income, and decide what to do with the workplace plan. Retirement also often arrives earlier than planned, through health, a layoff or a family need, which is the strongest argument for starting before you think you have to.
For most households, no. The Social Security Administration's own estimates put the benefit at roughly 40 percent of pre-retirement earnings for a typical worker, and most people need considerably more than that to keep their standard of living. Social Security is the foundation, inflation-adjusted and lifelong, and the rest has to come from savings drawn in a deliberate order. Planning is what shows the size of that gap and how to close it.
Outliving savings is the central risk of income planning, and it is addressed before retirement rather than after. The main tools are delaying Social Security to raise the lifelong, inflation-adjusted benefit, holding a cash reserve so a market decline does not force selling, keeping the annual withdrawal at a level the portfolio can sustain over thirty years, and modeling a survivor scenario so the plan holds if one spouse dies first.
In retirement you choose much of your taxable income by choosing which account to draw from. The order of taxable, tax-deferred and tax-free withdrawals, the timing of Roth conversions, the size of required minimum distributions and the level of income that triggers Medicare premium surcharges all interact. New Hampshire does not tax retirement withdrawals, pensions or Social Security; Massachusetts taxes most withdrawals and private pensions. Federal tax applies in both. Confirm current rules with your CPA.
How each year's income is sequenced, and how the portfolio is set against it.
The 58-to-61 roadmap: claiming, the Medicare bridge, Roth windows and the workplace plan.
The six components one advisor coordinates, with income planning first among them.
Bernie Ross is the founder of KBR Retirement & Investment Solutions, LLC, an independent, fee-only registered investment adviser in Londonderry, New Hampshire. He has worked in financial services since 1997 and personally handles the planning and services every client relationship. Read more about Bernie.
This article is general information and is not personalized investment, tax or legal advice. It does not consider your individual circumstances. Consult your CPA or attorney on tax and legal matters. Advisory services are offered through KBR Retirement & Investment Solutions, LLC, a registered investment adviser. Registration does not imply a certain level of skill or training. See Disclosures.
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