It was the kind of retirement dilemma that does not make headlines but probably should. A 71-year-old woman, financially stable by her own account, is trying to figure out how to get to Thailand to see her grandchildren — and whether she should sell $10,000 in stock to do it, or pull from the $50,000 sitting in savings instead.

The question landed on MarketWatch's advice desk recently, and the reader made her position clear upfront. “The trip is worth the expense,” she wrote, “especially while I am still healthy enough to travel.” She is not asking whether to go. She has already decided. The math is the only open question.

It is, by most measures, a good problem to have. But the choice between liquidating a stock position and draining liquid savings is not as straightforward as it looks from the outside. Selling stock triggers tax consequences that depend on what she paid for the shares and how long she has held them. Long-term capital gains rates for a retiree in her income bracket can run anywhere from zero to 20 percent, meaning a $10,000 sale could quietly cost more than the flight. Dipping into savings avoids that, but it reduces the cushion she might need for medical costs, home repairs, or the next trip.

Advisers who handle retirement income planning will typically run both scenarios against a client's full picture — Social Security income, any pension, monthly draw rate — before landing on a recommendation. Without that context, the right answer is genuinely unclear.

What is clear: she is going. The grandchildren are in Thailand, the health window is open, and the only real variable is which account takes the hit. Her flight search is probably already open in another tab.