Dylan, born in 2002, is part of the plan but isn’t chasing his father’s trivia crown — Ken noted his son enjoys the experience without wanting to compete in quiz shows. Ken also shares daughter Caitlin, born in 2006, with wife Mindy.
Jennings has seldom spoken about family life, but he’s reflected before on parenting as ever-changing, driven by listening and adapting to new interests. He’s also posted candid moments from the stands, including a 2022 X post celebrating a Mariners milestone.