Based on

Movies like The Skeleton (1914)

Two friends, Tad and Jack, are conversing with each other at the Club, when Dr. Matthews, the wealthiest man in town, enters. In contemplating the rich man, the two young men speculate as to whether or not, with all his wealth, he is happy. The argument leads them to a wager. Tad bets $1,000 that there is something in the physician's life he would hate to have known, and that as a consequence he is unhappy. Jack accepts the bet.