Retire NOW Method graphic asking “What If Work Has Already Become Optional?”

What If Work Has Already Become Optional

September 08, 20268 min read

You May Not Need More Money. You May Just Need to Close the Gap.

Most people who wonder whether they can retire ask some version of the same question:

“Do I have enough money?”

That sounds like the obvious place to start.

I don't think it is.

When John and Mary came to me, John was 61 and approaching 62. Mary was 55. They had a granddaughter named Jenny whom they adored.

John didn't hate his career. But he told me something I hear all the time:

If I knew I could retire, I would.

He wanted his time back.

More time with Mary. More time with Jenny. More travel. Fewer alarm clocks.

He wanted ordinary Tuesdays that actually belonged to him and his family.

So naturally, John wanted to show me his money.

How much they had saved.

Their retirement accounts.

Their investments.

And he wanted me to answer the big question:

“Do we have enough money to retire?”

But I didn't start with their money.

I started with their life.

What Would You Do Next Tuesday?

I asked John and Mary a different question:

“If you didn't have to work next Tuesday, what would you do?”

And then I listened.

They talked about the life they wanted to live. We talked about what mattered to them, what they wanted retirement to look like, and what they wanted their ordinary days to feel like.

Only after we understood the destination did we talk about money.

That's an important distinction.

Retirement isn't the money.

The money is supposed to pay for the retirement.

So instead of asking how much money John and Mary had accumulated, we asked:

How much would the life you actually want cost?

Their answer was:

$8,000 per month.

That's their number.

Not $1 million.

Not $2 million.

Not some arbitrary savings multiple.

They wanted $8,000 of monthly income to make John's job optional.

Now we had something we could actually solve.

Start With the Income You Already Have

Next we looked at income that would already be available.

John could claim Social Security at 62 for approximately:

$2,500 per month

He also had a small military pension of approximately:

$1,000 per month

So before touching their retirement portfolio, moving houses, cutting expenses or doing anything dramatic, we had:

$3,500 per month of reliable income.

Their $8,000 problem had suddenly become a:

$4,500 problem.

That's the shift.

John came in believing he had an accumulation problem:

“I haven't saved enough money.”

But once we looked through the windshield differently, we discovered something much more manageable:

John and Mary had a $4,500 monthly income gap.

Now we could start making moves.

Money Move: Give Some of the Money a Different Job

John and Mary had retirement savings.

Instead of asking every dollar in their portfolio to do everything for the rest of their lives, they gave different dollars different jobs.

They dedicated a portion of their portfolio specifically to producing dependable retirement income.

Think of it like digging a well.

Instead of hoping it rains enough every year to refill the reservoir, this portion of their money had one job:

Produce income.

That move created approximately:

$2,000 per month.

Their gap fell again:

$4,500 → $2,500.

We're getting somewhere.

Expense Move: Remove What You Don't Value

Next, they looked at their expenses.

Not with the goal of making retirement miserable.

Not:

“What can we sacrifice?”

Instead:

“What won't we need or value in the life we're choosing?”

John wouldn't be commuting anymore. There could be less gasoline, fewer tolls, less dry cleaning and other work-related expenses.

Like many families, they also found subscriptions and miscellaneous spending they simply didn't care enough about to continue.

They found about:

$500 per month.

So their desired lifestyle wasn't really $8,000 anymore.

It was:

$7,500 per month.

And their remaining gap fell from $2,500 to:

$2,000 per month.

Notice what we're doing.

We're not searching for one giant solution.

We're making small, willing tradeoffs.

Time Move: When Should Social Security Begin?

John could wait until 67 or even 70 to claim Social Security and receive a larger monthly benefit.

Or he could claim earlier, receive a smaller benefit, and potentially leave more of his other assets invested.

There isn't one universally correct answer.

It's a tradeoff.

For John and Mary, after considering the alternatives, they chose to have John claim earlier and allow more of their retirement assets to remain invested.

That's what I mean by a Time Move.

Sometimes changing when something happens changes the retirement equation.

Housing Move: No

Could they downsize?

Absolutely.

Did they want to?

No.

They loved their home.

Their daughter and granddaughter lived nearby. They loved their neighborhood and their neighbors. The house meant something to their family.

So they didn't move.

Their Housing Move was:

Do nothing.

And that's perfectly legitimate.

The Retire NOW Method isn't about making every possible move.

It's about seeing every available move and choosing the tradeoffs you're actually willing to make.

Distance Move: Also No

Could they move somewhere less expensive?

Sure.

But again:

They didn't want to.

Jenny was nearby. Their family was nearby. Their community was there.

Moving might save money, but the price wasn't just measured in dollars.

The toll was being farther from the people and place they loved.

They weren't willing to pay that toll.

So:

No Distance Move.

That's clarity.

Occupational Move: Here's Where It Gets Interesting

Then I asked John another question.

Did making work optional mean he never wanted to earn another dollar?

His answer surprised me.

No.

John didn't necessarily hate doing things.

He didn't want his career controlling his life.

There were parts of his work he enjoyed. Maybe he could consult occasionally. Maybe he could teach. Maybe he could do some flexible gig work.

He even talked about delivering groceries while spending time with Jenny—earning some money, spending time with his granddaughter, and helping his daughter with childcare at the same time.

Eventually, John decided he could comfortably earn about:

$1,000 per month doing something flexible that he enjoyed.

Nobody retires on $1,000 per month.

But that's not the question.

Remember the gap?

It was only $2,000.

So that little $1,000 occupational move eliminated half of the remaining problem.

Now the gap was:

$1,000.

They Almost Made It

This is where I think the story becomes especially important.

After all those moves, John and Mary were still approximately:

$1,000 per month short.

So technically, we hadn't solved the problem.

John could simply keep his career.

That's always an option.

But then he looked at Mary and essentially said:

If I'm going to work anyway, why does it have to be this job?

Why not earn that remaining money doing something flexible—something I enjoy—where I control my schedule and can spend more time with my family?

Those next eight years were going to be the youngest eight years remaining in John's life.

That mattered to him.

So together, John and Mary made a few additional willing choices. John could earn a little more some months. They could reduce discretionary spending in others. Mary could potentially earn some occasional income too.

Nothing enormous.

No single magical solution.

Just a combination of small moves.

And finally:

GAP = $0

Gap Zero Changes the Question

Their chosen lifestyle cost approximately:

$7,500 per month.

Between John's pension, Social Security, income produced from a portion of their savings, and flexible earned income, they created approximately:

$7,500 per month.

Desired income:

$7,500

Available income:

$7,500

Income gap:

$0

That's what I call Gap Zero Income.

And that's the point where the retirement conversation changes.

John originally asked:

“Do I have enough money to retire?”

I never answered that question.

I changed the question.

What does the life you want cost?

What reliable income do you already have?

What's the difference?

Then:

What willing moves could close that gap?

That's the Retire NOW Method.

I Didn't Tell John to Retire

This matters.

I didn't tell John he should retire.

That's not my decision.

If John and Mary had looked at all their options and decided:

“You know what? We'd rather keep working full-time for another five years.”

Great.

That's their choice.

Clarity doesn't require a particular answer.

It requires understanding the choices you're actually making.

Once John saw that they could produce the income they wanted without his current full-time career, I asked him:

“What do you want to do?”

John looked at Mary.

Mary looked at John.

They smiled.

And John said:

“I think I'll do it.”

What If Work Has Already Become Optional?

That's the question I want you to consider.

Maybe you need another five years.

Maybe you need another million dollars.

Maybe you don't.

Maybe the problem isn't as large as it looks when everything is expressed as one giant retirement savings number.

Maybe you have a much smaller income gap.

And maybe that gap can be closed through a combination of Money Moves, Expense Moves, Time Moves, Housing Moves, Occupational Moves and Distance Moves.

You won't know until you stop asking only:

“Do I have enough money?”

and start asking:

“What would it take to make work optional?”

Because you may discover something surprising.

Work may already be optional.

Charlie Jewett

Charlie Jewett

Charlie Jewett is a retirement income planner, author, and creator of the Retire NOW Method. He helps people approaching retirement get clarity about their income, options, and what it would take to make work optional.

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