Jack Schlossberg shared a rare photo with his mother, Caroline Kennedy, as he campaigns for Congress in New York's 12th District. The image, posted on Instagram on May 3, carried the caption, "Jack for NEW YORK !" View this post on Instagram The photo shows the 33-year-old with his arm around his mom outside Barney Greengrass on Manhattan's Upper West Side, holding a bottle of orange juice and a bag of bagels. The photo carries emotional weight The image drew attention not only for its casual setting but because his mother has maintained a low public profile in recent years.