Boyhood and lifelong friend of JFK’s who was perhaps his closest friend.
Billings is usually extensively quoted in many JFK biographies:
In David Pitt’s Jack and Lem: John F. Kennedy and Lem Billings, The Untold Story of an Extraordinary Friendship.
“He encouraged them to thoroughly discuss why they felt certain ways, and he encouraged them to disagree with him. He never wanted them to agree with them.”