How Do You Know When You Have Enough to Spend?

Doug Goldstein Profile Investment Services-604 (500x)
Doug Goldstein August 19, 2026

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Why a strong financial position may still leave you afraid to use your money

A client in her mid-seventies was recovering from major surgery when she made an unexpected discovery. She checked her Israeli bank accounts and found roughly 300,000 shekels sitting there. She had almost forgotten about the money.

That was only one part of her financial picture. She also had more than $1 million invested in the United States, pension income, Social Security benefits, and no debt.

On paper, she appeared to have substantial financial resources.

Yet when her sons suggested spending a few days together in Israel, she hesitated. The trip was not extravagant, and its cost represented a relatively small portion of her available assets. Still, she worried that spending the money might leave her vulnerable later.

Her reaction was not irrational. No financial plan can guarantee how long a person will live, what healthcare may cost, how markets will perform, or what the dollar-shekel exchange rate will do.

But uncertainty does not always mean an expense is unaffordable.

That distinction matters because a person can spend 30, 40, or 50 years learning to save, invest, and prepare for future risks. Those habits may help him build financial security, but they can also make retirement spending feel uncomfortable.

The accounts may suggest that an expense is manageable.

The saver’s instincts may still say, “Not yet.”

“Enough” is not a single number

It would be convenient if retirement planning produced one clear answer:

“You have reached this balance, so you can now spend without concern.”

Real life does not work that way.

Having enough depends on several moving parts, including:

  • Expected living expenses
  • Reliable sources of income
  • Healthcare and long-term care needs
  • Family obligations
  • Investment risk
  • Cash reserves
  • Inflation
  • Longevity
  • Currency exposure
  • Estate and charitable goals

Two people with identical account balances may have very different levels of financial flexibility. One may have significant pension income and limited expenses. Another may depend almost entirely on portfolio withdrawals while supporting family members.

Even a carefully prepared retirement projection is based on assumptions. Investment returns may be higher or lower than expected. Inflation may change. Expenses may rise. A person may live longer than the model assumes.

A projection is therefore not a promise. It is a tool for estimating how a financial plan might perform under a range of conditions.

The goal is not perfect certainty. The goal is to make a thoughtful decision using the information available now.

Scarcity and caution require different responses

It is useful to distinguish genuine financial scarcity from financial caution.

Scarcity means the available resources may not support the current or expected expenses. Income may fall short of basic living costs. Savings may be limited. A major medical bill, home repair, or family obligation could create serious strain.

That situation calls for careful planning. It may require reducing expenses, changing withdrawal patterns, reconsidering investment risk, or finding additional sources of income.

Caution is different.

Caution means paying attention before spending. It means asking whether an expense fits within the broader financial plan instead of assuming that a large account balance makes every purchase reasonable.

Caution is valuable. In many cases, it helped create the savings in the first place.

The difficulty begins when caution prevents any decision from feeling safe enough. A person may continue postponing an expense even after reviewing the numbers and finding that the financial impact appears limited.

Imagine filling a car with gas but refusing to leave the driveway because fuel prices might rise next week. Preserving the fuel reduces one risk, but it also prevents the car from serving its purpose.

Money presents a similar tradeoff. Preserving every dollar may protect against certain future possibilities, but it can also limit what the money does for you now.

Liquidity can provide flexibility, but it is not risk-free

A retirement portfolio may contain several types of assets with different purposes.

Long-term investments may be intended to support future growth. Income-producing holdings may help fund regular expenses. Cash, money market funds, short-term bonds, and other relatively liquid positions may provide access to money without requiring the immediate sale of long-term investments.

That accessible portion is often called a financial cushion.

A cushion may reduce the likelihood that a person must sell stocks during a market decline. It may also help cover unexpected costs or planned expenses.

However, “liquid” does not mean “guaranteed,” and “conservative” does not mean “risk-free.”

Bond prices can fluctuate. Interest rates can change. Money market investments may carry limitations or risks depending on the account and holding. Cash may lose purchasing power to inflation. Currency movements can also affect the real value of money held in dollars or shekels.

The purpose of maintaining liquid assets is not to eliminate risk. It is to provide flexibility when markets, expenses, or personal circumstances change.

Before using part of that cushion, consider what would remain afterward. Would there still be enough accessible money for foreseeable needs? Would the expense require selling another investment at an unfavorable time? Would the remaining portfolio still reflect an appropriate level of risk?

Those questions do not produce certainty, but they can make the decision more informed.

Cross-border finances can blur the complete picture

For an American living in Israel, money may be spread across two countries, two currencies, and several types of accounts.

A person may have:

  • A U.S. brokerage account
  • One or more traditional or Roth IRAs
  • Israeli bank accounts
  • Pension income
  • Social Security benefits
  • Dollar-denominated investments
  • Shekel-denominated living expenses
  • Cash reserves in both countries

Each account may have a different purpose, tax treatment, level of accessibility, and investment profile.

When the pieces are viewed separately, the overall financial position can be difficult to understand.

A large U.S. portfolio may not answer the immediate question of how much cash is available in Israel. An Israeli bank balance may not feel connected to the retirement plan, even though it forms part of the person’s total resources.

Currency changes can make the picture less predictable. A stronger or weaker shekel may affect purchasing power, while transferring or converting money may involve fees and timing considerations. Tax rules, account restrictions, and required distributions may also influence which assets are practical to use.

This is why spending decisions should not rely on one account balance. A cross-border review should consider how the accounts work together.

The order of investment returns can matter

Average investment returns tell only part of the story.

A retiree who withdraws money during a prolonged market decline may face a different outcome from someone who experiences strong returns early in retirement, even when the long-term averages eventually look similar.

This is sometimes called sequence-of-returns risk.

The phrase sounds technical, but the concept is straightforward: poor market performance combined with portfolio withdrawals can reduce the amount left to participate in a later recovery.

This does not mean a retiree should avoid spending whenever markets fall. It does mean that the source and timing of a withdrawal may matter.

An expense funded from available cash could affect the plan differently from one that requires selling stocks after a steep decline. Maintaining a mix of liquid reserves and longer-term investments may provide more choices, although no allocation can remove investment risk.

The important point is that “Can I afford this?” is not only about the size of the expense. It is also about where the money will come from and what the portfolio may look like afterward.

Waiting has its own risks

The cost of spending is easy to see.

Money leaves the account, and the balance falls.

The cost of waiting is less visible.

A home improvement that could make daily life easier may become harder to manage later. A medical evaluation may be more useful now than after a condition progresses. A family gathering may become more difficult to arrange as health, schedules, and responsibilities change.

None of these outcomes is certain. The postponed event may still happen later, and the delay may turn out to be harmless.

But postponement is not a neutral choice. It carries its own set of possibilities.

A balanced decision should consider both sides:

  • What financial risks might arise if I spend the money?
  • What personal or practical value might I lose if I continue waiting?
  • Can I reduce the expense without abandoning the goal?
  • Would delaying the decision improve the financial picture, or merely postpone the discomfort?

This approach does not treat spending as automatically good or saving as automatically restrictive. It recognizes that both choices involve tradeoffs.

The habit that built your savings may resist the transition

A person who saved successfully may have followed the same rules for decades:

Spend less than you earn.

Prepare for emergencies.

Avoid unnecessary risk.

Save for the future.

Do not assume that good conditions will continue.

Those habits can be effective. They may help a person remain financially independent and navigate difficult periods.

Retirement introduces a different challenge. The person may need to begin using some of the resources he accumulated.

That shift can feel like a reversal of everything that worked before. Spending may register as a loss of control, even when it is planned and supported by the numbers.

A financial model might indicate that an expense has a high probability of being sustainable. It cannot make the emotional transition on the saver’s behalf.

Recognizing that conflict can help. The hesitation may not signal that the expense is financially dangerous. It may reflect a deeply established habit that deserves examination rather than automatic obedience.

Build a decision range, not a permission slip

Instead of looking for a simple “yes” or “no,” consider establishing a reasonable spending range.

For example, a financial review might estimate what level of discretionary spending appears manageable under several assumptions:

  • Expected market conditions
  • Lower-than-expected returns
  • Higher inflation
  • Increased healthcare costs
  • A longer lifespan
  • Changes in the dollar-shekel exchange rate

Stress-testing the plan does not predict the future. It shows how the finances might respond if conditions differ from the central estimate.

The results may suggest that a proposed expense appears manageable under many scenarios. They may show that a smaller version would be more prudent. They may also reveal that the decision should wait.

Thinking in ranges can be more useful than searching for a guarantee that no advisor or spreadsheet can provide.

Review the financial picture as it exists now

A spending decision should begin with current information.

Not the account balances from five years ago.

Not the budget from before retirement.

Not an investment allocation created before a major move, inheritance, health event, or market change.

A current review may include:

  • Assets in the United States and Israel
  • Pension and Social Security income
  • Expected IRA distributions
  • Essential and discretionary expenses
  • Cash and other liquid assets
  • Long-term investments
  • Debt
  • Healthcare needs
  • Family support
  • Estate goals
  • Tax considerations
  • Currency exposure

A review may show that spending should remain limited. It may also suggest that the person has more flexibility than he assumed.

Either conclusion is useful because it replaces a vague feeling with a structured assessment.

Examine one postponed decision

Rather than trying to solve every retirement spending question at once, choose one decision that has been repeatedly delayed.

Estimate the cost and ask:

  • Which account would fund it?
  • Would taxes or penalties apply?
  • Would investments need to be sold?
  • What would remain in accessible reserves?
  • How might the decision affect future cash flow?
  • Could the cost rise if the decision is delayed?
  • Is there a smaller or phased version that would provide much of the benefit?

This exercise can reveal whether the concern is proportional to the financial impact.

Sometimes the answer will be, “This is probably manageable.”

Sometimes it will be, “The idea is reasonable, but the cost should be reduced.”

And sometimes the review will show that waiting is the better choice.

Responsible planning allows for all three outcomes.

Create a planned-spending reserve

One useful strategy is to designate part of the available cash for meaningful, non-emergency expenses.

This reserve should remain separate from money needed for regular bills and unexpected costs. Its size should reflect the person’s income, investments, goals, and tolerance for uncertainty.

The label alone does not make the money safe to spend. The amount still needs to fit the broader plan.

However, assigning a purpose can improve the decision-making process. Instead of treating every dollar as protection against an unspecified disaster, the person recognizes that part of the money may support life now.

The question becomes:

“Does this expense fit the purpose and limits of the reserve?”

That is more useful than asking whether spending can ever be completely risk-free.

Seek a second perspective

Personal spending decisions are difficult to evaluate objectively.

A lifelong saver may focus almost entirely on potential losses. A family member may focus on the immediate benefit and underestimate future needs.

A financial advisor can review the decision in the context of income, investments, liquidity, taxes, currency exposure, and long-term goals.

The advisor cannot guarantee that the future will unfold according to the plan. He can help estimate the risks, compare alternatives, and identify consequences that may not be obvious.

Sometimes the review may support moving forward. In other cases, it may suggest adjusting the timing, cost, or funding source.

This article is for educational purposes only and does not replace personalized financial, legal, or tax advice.

Financial freedom includes the ability to make informed choices

Saving and investing can create options, but those options always exist alongside uncertainty.

A strong portfolio cannot guarantee perfect health, stable markets, predictable exchange rates, or a specific lifespan. It may, however, give a person greater flexibility to respond to changing circumstances and pursue what matters to him.

The goal is not to spend simply because the money is available.

It is also not to preserve every asset because the future remains unknown.

The goal is to weigh the financial risks, the personal value, and the alternatives, then make a decision that fits the broader plan.

If your U.S. brokerage accounts, IRAs, and Israeli savings feel disconnected, or you are unsure how much you may be able to spend without placing unnecessary pressure on your long-term goals, a coordinated cross-border review can help clarify the possibilities.

Schedule a free introductory call with Profile Investment Services at profile-financial.com/call. We will learn about your situation, explain how we work, and determine whether we are the right fit to help you organize your cross-border finances and work toward your goals.


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