Possible Clues:

• Candy company mogul Harry
• Baseball Hall of Famer Pee Wee
• Teammate of Robinson
• Witherspoon of “The Morning Show”
• Witherspoon of 'Four Christmases'
• Peanut-butter cup inventor
• Della of song
• Confectioner H.B
• She was an angel on TV
• Milton Hershey contemporary