The Right Way to Plan Gifting in Retirement

Doug Goldstein Profile Investment Services-222 (600x)
April 29, 2026

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A widow in her eighties sat across from me in Israel, reviewing her financial situation. She had done many things right. Her accounts were consolidated, her investments were in place, and she lived relatively modestly. On paper, everything appeared stable.

But then she mentioned her plan. She wanted to give meaningful annual gifts to family members. It felt natural. It felt generous. And from her perspective, it seemed manageable.

There was just one problem.

She had never clearly calculated what she was actually spending each month. 

That gap between perception and reality is where financial strain can begin to build, often without immediate warning.

A large portfolio doesn’t tell the full story

It’s easy to assume that a sizable investment account creates flexibility. If the numbers look strong today, it can feel like there’s room to give freely.

But financial security is not determined by account size alone. It is influenced by how cash flows over time, how markets behave, and how long the portfolio needs to support a lifestyle.

When we took a closer look at her situation, her actual monthly expenses turned out to be higher than she expected. Once we layered in rising living costs, potential healthcare needs, and the possibility of market volatility, the picture became less certain.

What initially felt like a sustainable gifting plan began to raise questions. Not because it was inherently wrong, but because it hadn’t been tested against different scenarios.

This situation comes up often. Many retirees living in Israel with U.S. brokerage and IRA accounts rely on rough estimates. The intention is thoughtful, but without clear data, even reasonable decisions can carry more risk than expected.

When generosity becomes a financial commitment

There is another layer that often develops over time.

When someone gives regularly, that pattern can gradually turn into an expectation. A child or grandchild may begin to factor those gifts into future plans, even without direct conversations. If circumstances change later, adjusting that support may feel more complicated than anticipated.

This is not purely a financial issue. It can influence family dynamics in subtle ways.

That’s why flexibility matters. A gifting approach that allows for adjustments can help reduce pressure down the road, both financially and personally.

Planning for uncertainty, not just good intentions

Another couple I worked with approached giving in a similar spirit. They were comfortable, generous, and genuinely wanted to help their family. Over time, they supported important milestones through financial gifts.

But when we reviewed their situation together, one thing stood out. Their decisions were driven more by instinct than by a structured long-term framework. 

We stepped back and examined the full picture.

We outlined their actual expenses. We explored how their portfolio might respond under different market conditions. We considered how changes in exchange rates could influence their spending power in Israel.

This didn’t lead them to stop giving. Instead, it helped them approach those decisions with more clarity.

They continued to support their family, but with guidelines that reflected both generosity and caution.

The role of cross-border complexity

For Americans living in Israel, financial decisions often involve an additional layer of complexity.

Income and investments may be denominated in dollars, while daily expenses are in shekels. That creates exposure to currency movements, which can either help or hurt purchasing power over time.

At the same time, withdrawals from U.S. brokerage or IRA accounts can involve timing considerations and coordination across jurisdictions. These factors do not always create problems, but they can influence outcomes in ways that are not immediately obvious.

This is why gifting decisions are rarely isolated. They are part of a broader financial picture that benefits from careful coordination.

Start with clarity, not assumptions

If there is one place to begin, it is with a clear understanding of your numbers.

Not general estimates. Not rough guesses. Actual figures.

What are your fixed expenses?
What are your variable costs?
How might those change over time?

Once that foundation is in place, it becomes easier to evaluate how gifting fits into the overall plan. Different scenarios can be considered. Adjustments can be made gradually rather than reactively.

And most importantly, decisions can be made with a clearer sense of the trade-offs involved.

A different way to think about giving

Supporting family can be one of the most meaningful uses of money. It allows someone to see the impact during his or her lifetime and contribute to the next generation in a tangible way.

But generosity tends to work best when it is structured with intention.

Not restricted. Not eliminated. Structured.

When gifting is aligned with a thoughtful financial framework, it is more likely to remain sustainable over time. It creates space for both generosity and resilience, even as circumstances evolve.

Note: This article is for educational purposes only and is not intended as financial, legal, or tax advice. Please consult a professional for your specific situation.

If you’d like to get a clearer picture of how your U.S. accounts fit into your life in Israel and how gifting might affect your long-term financial picture, schedule a free introductory call to see if we’re a good fit: https://profile-financial.com/call


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