CHICAGO—Americans are changing the game plan for retirement, with millions laboring right past the traditional retirement age and working into their late 60s and beyond.

While the average retirement age remains 63, that standard may soon be going the way of the gold watch—a trend expected to accelerate as baby boomers close in on retirement without sufficient savings.

For 64-year-old John Lee, “retirement” bears a strong resemblance to his full-time working career—full of 40- and 50-hour weeks as an IT technical support specialist. He’s not strapped but likes the extra ...

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