Contents

Retirement Income Planning
Retirement Income Planning Checklist
Five areas that shape your retirement paycheck — the decisions to make in each, and what to revisit every year.
By the RetireRight team
Updated October 2026
5 min read

Retirement Income Planning
Retirement Income Planning Checklist
Five areas that shape your retirement paycheck — the decisions to make in each, and what to revisit every year.
By the RetireRight team
Updated October 2026
5 min read

Retirement Income Planning
Retirement Income Planning Checklist
Five areas that shape your retirement paycheck — the decisions to make in each, and what to revisit every year.
By the RetireRight team
Updated October 2026
5 min read
Moving from a steady paycheck to a retirement paycheck is one of the biggest financial shifts you’ll make. Instead of constantly replenishing your savings, you have to turn them into sustainable monthly income. This checklist walks through the five areas that shape that income, the decisions to make in each, and what to revisit every year.
Moving from a steady paycheck to a retirement paycheck is one of the biggest financial shifts you’ll make. Instead of constantly replenishing your savings, you have to turn them into sustainable monthly income. This checklist walks through the five areas that shape that income, the decisions to make in each, and what to revisit every year.
Moving from a steady paycheck to a retirement paycheck is one of the biggest financial shifts you’ll make. Instead of constantly replenishing your savings, you have to turn them into sustainable monthly income. This checklist walks through the five areas that shape that income, the decisions to make in each, and what to revisit every year.
01
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Social Security
Social Security: Maximizing The Foundation
01
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Social Security
Social Security: Maximizing The Foundation
01
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Social Security
Social Security: Maximizing The Foundation
Social Security is the bedrock of most retirement plans, so timing matters. Check how the 2026 cost-of-living adjustment of 2.8% affects your projected benefit. If you haven’t claimed yet, weigh the 8% a year your benefit grows for each year you wait past full retirement age, up to age 70. Married couples should also plan their claiming together, since the survivor benefit is often overlooked.
Social Security is the bedrock of most retirement plans, so timing matters. Check how the 2026 cost-of-living adjustment of 2.8% affects your projected benefit. If you haven’t claimed yet, weigh the 8% a year your benefit grows for each year you wait past full retirement age, up to age 70. Married couples should also plan their claiming together, since the survivor benefit is often overlooked.
Social Security is the bedrock of most retirement plans, so timing matters. Check how the 2026 cost-of-living adjustment of 2.8% affects your projected benefit. If you haven’t claimed yet, weigh the 8% a year your benefit grows for each year you wait past full retirement age, up to age 70. Married couples should also plan their claiming together, since the survivor benefit is often overlooked.
02
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Pensions and annuities
Pensions And Annuities: Creating A Guaranteed Income Floor
02
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Pensions and annuities
Pensions And Annuities: Creating A Guaranteed Income Floor
02
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Pensions and annuities
Pensions And Annuities: Creating A Guaranteed Income Floor
Income that isn’t tied to the stock market can cover your non-negotiable fixed expenses. If you have a pension, compare single-life and joint-and-survivor payout options, and check the health of a former employer’s plan through the Pension Benefit Guaranty Corporation (PBGC). If guaranteed income still falls short of essential expenses, consider whether an annuity could help fill the gap.
Income that isn’t tied to the stock market can cover your non-negotiable fixed expenses. If you have a pension, compare single-life and joint-and-survivor payout options, and check the health of a former employer’s plan through the Pension Benefit Guaranty Corporation (PBGC). If guaranteed income still falls short of essential expenses, consider whether an annuity could help fill the gap.
Income that isn’t tied to the stock market can cover your non-negotiable fixed expenses. If you have a pension, compare single-life and joint-and-survivor payout options, and check the health of a former employer’s plan through the Pension Benefit Guaranty Corporation (PBGC). If guaranteed income still falls short of essential expenses, consider whether an annuity could help fill the gap.
03
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Portfolio drawdown
Portfolio Drawdown: Making It Last
03
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Portfolio drawdown
Portfolio Drawdown: Making It Last
03
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Portfolio drawdown
Portfolio Drawdown: Making It Last
Your withdrawal strategy needs to adapt, especially because a market drop early in retirement can do lasting damage (known as sequence of returns risk). Morningstar research puts a safe starting withdrawal rate for a 30-year retirement at about 3.9%, or closer to 5.7% for retirees willing to adjust spending with guardrails. Decide ahead of time when you’ll cut back and when you can spend more, keep 12 to 24 months of spending in cash or cash equivalents, and choose which accounts to draw from first to keep your tax bill down.
Your withdrawal strategy needs to adapt, especially because a market drop early in retirement can do lasting damage (known as sequence of returns risk). Morningstar research puts a safe starting withdrawal rate for a 30-year retirement at about 3.9%, or closer to 5.7% for retirees willing to adjust spending with guardrails. Decide ahead of time when you’ll cut back and when you can spend more, keep 12 to 24 months of spending in cash or cash equivalents, and choose which accounts to draw from first to keep your tax bill down.
Your withdrawal strategy needs to adapt, especially because a market drop early in retirement can do lasting damage (known as sequence of returns risk). Morningstar research puts a safe starting withdrawal rate for a 30-year retirement at about 3.9%, or closer to 5.7% for retirees willing to adjust spending with guardrails. Decide ahead of time when you’ll cut back and when you can spend more, keep 12 to 24 months of spending in cash or cash equivalents, and choose which accounts to draw from first to keep your tax bill down.
Safe starting withdrawal rate · 30-year retirement
Flexibility Raises What You Can Spend
Fixed spending
About 3.9%
Spending with guardrails
Closer to 5.7%
| Label | Value | Group | Planning target |
|---|---|---|---|
| Fixed spending | About 3.9% | ||
| Spending with guardrails | Closer to 5.7% |
Starting withdrawal rate as a share of the portfolio. Source: Morningstar, "What's a Safe Retirement Withdrawal Rate for 2026?" December 3, 2025.
Safe starting withdrawal rate · 30-year retirement
Flexibility Raises What You Can Spend
Fixed spending
About 3.9%
Spending with guardrails
Closer to 5.7%
| Label | Value | Group | Planning target |
|---|---|---|---|
| Fixed spending | About 3.9% | ||
| Spending with guardrails | Closer to 5.7% |
Starting withdrawal rate as a share of the portfolio. Source: Morningstar, "What's a Safe Retirement Withdrawal Rate for 2026?" December 3, 2025.
Safe starting withdrawal rate · 30-year retirement
Flexibility Raises What You Can Spend
Fixed spending
About 3.9%
Spending with guardrails
Closer to 5.7%
| Label | Value | Group | Planning target |
|---|---|---|---|
| Fixed spending | About 3.9% | ||
| Spending with guardrails | Closer to 5.7% |
Starting withdrawal rate as a share of the portfolio. Source: Morningstar, "What's a Safe Retirement Withdrawal Rate for 2026?" December 3, 2025.
04
·
Healthcare
Healthcare: An Unknown Expense
04
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Healthcare
Healthcare: An Unknown Expense
04
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Healthcare
Healthcare: An Unknown Expense
Healthcare costs tend to rise as you age. The standard Medicare Part B premium is $202.90 a month in 2026, and higher incomes can trigger IRMAA surcharges on top of that. A 65-year-old couple retiring now may need about $330,000 for healthcare over retirement, not including long-term care, so decide whether you’ll pay for long-term care yourself or use insurance such as a hybrid policy.
Healthcare costs tend to rise as you age. The standard Medicare Part B premium is $202.90 a month in 2026, and higher incomes can trigger IRMAA surcharges on top of that. A 65-year-old couple retiring now may need about $330,000 for healthcare over retirement, not including long-term care, so decide whether you’ll pay for long-term care yourself or use insurance such as a hybrid policy.
Healthcare costs tend to rise as you age. The standard Medicare Part B premium is $202.90 a month in 2026, and higher incomes can trigger IRMAA surcharges on top of that. A 65-year-old couple retiring now may need about $330,000 for healthcare over retirement, not including long-term care, so decide whether you’ll pay for long-term care yourself or use insurance such as a hybrid policy.
Medicare Part B
$202.90
Standard monthly premium in 2026, before any IRMAA surcharges
A 65-year-old couple
$330,000
Estimated healthcare need over retirement, not including long-term care
Medicare Part B
$202.90
Standard monthly premium in 2026, before any IRMAA surcharges
A 65-year-old couple
$330,000
Estimated healthcare need over retirement, not including long-term care
Medicare Part B
$202.90
Standard monthly premium in 2026, before any IRMAA surcharges
A 65-year-old couple
$330,000
Estimated healthcare need over retirement, not including long-term care
05
·
Inflation and taxes
Inflation And Taxes: Protecting Purchasing Power
05
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Inflation and taxes
Inflation And Taxes: Protecting Purchasing Power
05
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Inflation and taxes
Inflation And Taxes: Protecting Purchasing Power
Over a retirement that can last decades, inflation and tax changes quietly shrink what your money buys. Check whether your plan includes assets that have historically helped against inflation, such as TIPS or dividend-growth stocks. Know when your required minimum distributions start (age 73 if you were born from 1951 to 1959, or 75 if you were born in 1960 or later), and make sure your account beneficiaries match your current estate plan.
Over a retirement that can last decades, inflation and tax changes quietly shrink what your money buys. Check whether your plan includes assets that have historically helped against inflation, such as TIPS or dividend-growth stocks. Know when your required minimum distributions start (age 73 if you were born from 1951 to 1959, or 75 if you were born in 1960 or later), and make sure your account beneficiaries match your current estate plan.
Over a retirement that can last decades, inflation and tax changes quietly shrink what your money buys. Check whether your plan includes assets that have historically helped against inflation, such as TIPS or dividend-growth stocks. Know when your required minimum distributions start (age 73 if you were born from 1951 to 1959, or 75 if you were born in 1960 or later), and make sure your account beneficiaries match your current estate plan.
Every year
Why Good Plans Never Stand Still
The economy won’t stay the same over 30 or more years of retirement, so your income plan can’t either. Review it formally at least once a year to make sure your withdrawal rate, tax strategy and healthcare funding still match what you actually spend.
Every year
Why Good Plans Never Stand Still
The economy won’t stay the same over 30 or more years of retirement, so your income plan can’t either. Review it formally at least once a year to make sure your withdrawal rate, tax strategy and healthcare funding still match what you actually spend.
Every year
Why Good Plans Never Stand Still
The economy won’t stay the same over 30 or more years of retirement, so your income plan can’t either. Review it formally at least once a year to make sure your withdrawal rate, tax strategy and healthcare funding still match what you actually spend.
Free download
Download a free retirement income planning checklist
When planning your retirement it's important to have a plan and we are here to help.


Free download
Download a free retirement income planning checklist
When planning your retirement it's important to have a plan and we are here to help.

Sources
Morningstar, "What's a Safe Retirement Withdrawal Rate for 2026?" December 3, 2025
CMS, "2026 Medicare Parts A & B Premiums and Deductibles," November 14, 2025
National Council on Aging, "Why Retirement Planning Should Include Medicare and Health Care Costs," July 22, 2025
This material is for informational purposes only and is not intended as a solicitation or as legal, tax, Social Security or investment advice. Consult your tax advisor or attorney for specific advice. Not affiliated with the U.S. Government.
Sources
Morningstar, "What's a Safe Retirement Withdrawal Rate for 2026?" December 3, 2025
CMS, "2026 Medicare Parts A & B Premiums and Deductibles," November 14, 2025
National Council on Aging, "Why Retirement Planning Should Include Medicare and Health Care Costs," July 22, 2025
This material is for informational purposes only and is not intended as a solicitation or as legal, tax, Social Security or investment advice. Consult your tax advisor or attorney for specific advice. Not affiliated with the U.S. Government.
Sources
Morningstar, "What's a Safe Retirement Withdrawal Rate for 2026?" December 3, 2025
CMS, "2026 Medicare Parts A & B Premiums and Deductibles," November 14, 2025
National Council on Aging, "Why Retirement Planning Should Include Medicare and Health Care Costs," July 22, 2025
This material is for informational purposes only and is not intended as a solicitation or as legal, tax, Social Security or investment advice. Consult your tax advisor or attorney for specific advice. Not affiliated with the U.S. Government.