Charles took an infinite pride in his work. He was eager for suggestions, he worked early and late, and when the season closed at the end of June he was a full-fledged and experienced advance-agent. With his brother he reached Chicago July 4th. In the lobby of Hooley's Theater he was introduced to R. M. Hooley, who, after various hardships, again controlled the theater which bore his name, now Powers' Theater. Out of that chance meeting came a long friendship and a connection that helped in later years to give Charles Frohman his first spectacular success, for it was Mr. Hooley who helped to back "Shenandoah."
On July 5th, six months after he had left the East for his first start, Charles appeared at his mother's home in New York, none the worse for his first experience on the road.
Charles was soon eager for the next season. Gustave had signed a contract with John Dillon to take him out again, this time as part owner of the company. He and George Stoddart agreed to put up two hundred and fifty dollars each to launch the tour of the Stoddart Comedy Company with John Dillon as star. Charles was to continue as advance-agent.
It was a long summer for the boy. When August arrived and the time came to start west there was a financial council of war. Gustave counted on getting his capital from members of the family, but no money was forthcoming. Daniel had received no salary from Callender, and the great road project seemed on the verge of failure. Charles was disconsolate. But the mother of the boys, ever mindful of their interest, said, in her serene way:
"I can get enough money to send you to Chicago and I will put up some lunches for you."
Charles was eagerly impatient to start. He nagged at his brother:
"Gus, when do we start for Chicago? Do we walk?"
He was sent down-town to find out the cheapest route, and he returned in great excitement, saying:
"The cheapest way is over the Baltimore & Ohio, second class, but it is the longest ride. We can ride in the day-coach, and even if we have no place to wash we will get to Chicago, and that is the main thing."
When they reached Chicago the first of the long chain of disasters that was to attend them on this enterprise developed.