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I am now exploring retiring. Turning 50, with multiple kids in early teens. Have to figure out the kid coverage and personal/wife coverage until age 65 (Medicare.)

Assuming I retire and stop working. What are the most commonly recommended alternatives to work provided insurance to support a family and hold one through until age 65?

Honestly ? Not retiring. I'd wait until the kids are in college at the least. While there are machinations to qualify for health insurance, they may not be worth it for this time of your life.
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