How to Build a Retirement Paycheck: Turning Savings Into Monthly Income
Written By Christopher Swan, CFP®, MBA
You spent 30 years earning a paycheck. Now your money has to create one. Here’s how.
The transition from saving to spending is one of the hardest shifts in financial life. For decades, you deposited money. Now you need to withdraw it — systematically, sustainably, and in a way that lasts as long as you do. Most people have never done this before. And most people don’t realize how different the skills required are from the ones that got them here.
Building a retirement paycheck isn’t about picking the right investments. It’s about building a system.
The Paycheck vs. Playcheck Framework
I use a simple framework with every client: paychecks and playchecks.
Your paycheck covers the non-negotiables — housing, utilities, insurance, groceries, healthcare, taxes. These are the bills that show up every month whether the market is up or down. This income needs to be stable, predictable, and guaranteed to the greatest extent possible.
Your playcheck covers everything else — travel, hobbies, dining out, gifts, the life you actually retired for. This income can be more flexible because the spending itself is flexible. If the market has a bad year, you can take a smaller trip. You can’t skip your mortgage payment.
Separating your income into these two categories changes how you think about your entire retirement plan. The paycheck is built for safety. The playcheck is built for growth. Different purposes, different tools.
Guaranteed Income Floor: Social Security + Pensions + Annuities
The foundation of any retirement paycheck is guaranteed income — money that arrives every month regardless of what the stock market does.
Social Security is the most common source. For many retirees, it covers a meaningful portion of fixed expenses. The timing of when you file affects how much you receive for the rest of your life, so this decision deserves careful modeling.
If you have a pension, that’s another guaranteed stream. The election you make — lump sum versus annuity, single life versus joint and survivor — is a one-time, irreversible choice that affects both you and your spouse permanently.
For retirees who need additional guaranteed income beyond Social Security and pensions, certain annuity products can fill the gap. Not all annuities are created equal, and many are overpriced and overly complex. But used correctly, an income annuity can provide a predictable floor of income that you can’t outlive.
The goal is to build enough guaranteed income to cover your paycheck — the non-negotiable expenses. When the market drops 30%, and it will eventually, you want to know your bills are covered without selling a single share.
The Bucket Strategy for Everything Else
Once your paycheck is covered by guaranteed income, the rest of your savings can be organized into what’s commonly called a “bucket strategy.”
The near-term bucket holds one to two years of spending in cash or cash equivalents. This is your buffer against having to sell investments during a downturn. If the market drops, you spend from this bucket while your investments recover.
The medium-term bucket holds three to seven years of spending in more conservative investments — bonds, balanced funds, stable income-producing assets. This bucket refills the near-term bucket as it gets spent down.
The long-term bucket is everything else — growth investments designed to outpace inflation over the next decade and beyond. This bucket doesn’t need to generate income right now. Its job is to keep growing so your retirement purchasing power holds up over 25 to 30 years.
The beauty of this approach is psychological as much as financial. When the market drops, you know you have years of spending already set aside. You don’t need to panic. You don’t need to sell. Structure creates calm.
How Much Can You Safely Withdraw Each Year?
The 4% rule is the most famous guideline in retirement planning. It says you can withdraw 4% of your portfolio in the first year of retirement and adjust for inflation each year after that, with a high probability your money lasts 30 years.
It’s a useful starting point. But it’s not a strategy.
Your sustainable withdrawal rate depends on your tax situation, your income sources, your asset allocation, your retirement age, your spending pattern, and a dozen other factors unique to your life. Someone retiring at 55 with no pension has a very different withdrawal picture than someone retiring at 65 with Social Security and a guaranteed income floor already in place.
The right withdrawal rate isn’t a number you pull from a rule of thumb. It’s a number you arrive at through planning — stress-tested against bad markets, rising healthcare costs, and the reality that your retirement could last three decades.
What a Real Retirement Income Plan Looks Like
A real retirement income plan integrates all of these pieces into a single, coordinated system. It specifies which accounts you draw from first. It maps out your tax bracket year by year. It coordinates Social Security timing with withdrawal strategy. It accounts for healthcare costs, inflation, and the risk of outliving your money.
Most importantly, it gives you a number. Not a guess. Not a feeling. A plan that says: here’s what you can spend each month, here’s where it comes from, and here’s why it works.
Retirement income isn’t one stream. It’s a system. Social Security. Pensions. Investments. Annuities. Each piece has a purpose. Each piece has a risk. And the system protects what no single piece can.
Christopher Swan, CFP®, MBA is the founder of Retire With Swan, a financial planning practice in Northlake, TX (DFW) focused on building retirement income systems for retirees and pre-retirees. Ready to build your retirement paycheck? Book a complimentary Swan Fit Call at retirewithswan.com.

