The post His Ski-Season Job Stretched From December Into Summer. Social Security Split It Across Two Earnings Years. appeared first on 24/7 Wall St.. One Season in the Mountains, Two on Paper A 63-year-old ski instructor in Colorado claimed Social Security after leaving a year-round resort job in the summer of 2025. That December, he returned to teach for one ski season. The resort later asked him to stay through mud season and run summer trail …