Why Retirement Isn’t About Assets — It’s About Income (And Why So Many Retirees Struggle With Spending Their Own Money)
- Mike Schessler
- 28 minutes ago
- 4 min read

For most of our working lives, we operate within a simple system: a paycheck comes in, and we use it to live our lives. Bills get paid, vacations happen, savings are set aside, and the cycle repeats every two weeks. It’s predictable. It’s structured. And frankly, it’s comforting.
Then retirement arrives — and everything flips.
Instead of receiving a steady paycheck, retirees suddenly have a collection of accounts and assets… and no clear system for turning those assets into predictable, sustainable income. After spending 40 years being told to save and not touch their nest egg, most people understandably struggle with the idea of spending it.
As a fiduciary advisor who focuses on retirement planning, I see this every day. Retirees have more than enough saved, yet they’re afraid to spend it. They worry about markets, interest rates, taxes, inflation, healthcare costs, and most of all: running out of money. And when fear takes over, people underspend — sometimes significantly — and don’t get to fully enjoy the retirement they worked so hard for.
There’s a name for this: the psychology of retirement income. And understanding it is the key to creating a retirement plan that actually works in real life, not just on paper.
The Hard Truth: We’re Not Wired to Spend Down Our Assets
Think about it:
When was the last time you “raided” your 401(k)?
Or dipped heavily into your brokerage account “just because”?
Or casually pulled 10% out of your savings because you felt like it?
Most people wouldn’t dream of doing that — and for good reason. We’re conditioned from day one to protect, preserve, and grow our savings.
That conditioning doesn’t suddenly disappear on your 65th birthday.
So when retirees are handed a large lump sum and told, “Okay, now spend this wisely for the next 30 years,” it creates anxiety. Even wealthy retirees fall into this trap. I meet clients with more than enough assets who still can’t bring themselves to spend confidently.
This isn’t a math problem — it’s a human behavior problem.
Why Guaranteed Income Creates Confidence (and Peace of Mind)
Every study on retirement income planning points to the same conclusion:
Retirees with reliable, guaranteed income streams experience less stress and more life satisfaction than those relying solely on market-based withdrawals.
Why?
Because income — unlike assets — is familiar.
For 40+ years, your spending decisions were anchored to a predictable paycheck. When that paycheck disappears, uncertainty fills the gap. Guaranteed income helps bridge that psychological divide by re-creating the structure that worked throughout your entire working life.
This is the core reason I help many clients incorporate strategies like:
Social Security optimization
Pensions (when available)
Fixed Indexed Annuities for protected income
Laddered income approaches
Required minimum distribution planning
Multi-bucket withdrawal strategies
The goal isn’t to sell a product. The goal is to build a system — one that makes spending money in retirement feel safe again.
Retirement Success Comes Down to Two Questions
Every retiree must answer:
1. How much guaranteed lifetime income do you have?
Not theoretical income. Not “if the markets cooperate.” I’m talking about income that shows up every month regardless of market conditions or interest rate cycles.
2. Have you taken the major retirement risks off the table?
This includes market volatility, inflation, healthcare shocks, and most importantly longevity risk — the risk of outliving your money. Longevity risk is the multiplier of every other risk, and it’s one of the most overlooked pieces of retirement planning.
Strategies that create protected lifetime income are the only way to fully eliminate this risk.
Retirement Isn’t About How Big the Pile Is — It’s How You Use It
A retirement plan isn’t simply a list of accounts. It’s a coordinated strategy that balances:
Liquidity
Income
Growth
Protection
Taxes
Longevity
Healthcare and LTC planning
Timing of withdrawals
Legacy goals
In my practice, this is reflected in the bucket strategy I use with clients:a clear structure for what each dollar is designed to do, and when.
When retirees understand where their income will come from — and that it will continue regardless of market conditions — something powerful happens:
they give themselves permission to actually enjoy retirement.
And that’s the whole point.
My Fiduciary Takeaway
As a fiduciary advisor, my role is simple:
to help you use your money in the safest, most efficient, most sustainable way possible.
Part of that is math and planning.
Part of that is protection and risk management.
But a big part of it is psychology — helping you feel comfortable and confident spending the money you worked decades to build.
Retirement isn't an asset problem.
It's an income problem.
And the retirees who thrive are the ones who solve that problem early and intentionally.
If you’d like to explore how guaranteed income, tax planning, and smart withdrawal strategies can fit into your retirement plan, I’m always happy to walk through the options and build a custom approach based on your goals.
