He often thinks situations will turn out for the best, although he is often proven wrong. When a resident of the Boxton Creek Home was dying, Mr. Trepid told Dallas to save him, but he fails and the child dies.
Mr. Trepid has a tendency to believe that things will work out well, even when faced with difficult situations.  When a resident at the Boxton Creek Home was dying, he asked Dallas to save them, but his efforts were unsuccessful, resulting in the child's death.