his first day on the job, McCaskey was called into the office of team President Mugs Halas, who was to become McCaskey's best friend and mentor. Virginia's brother asked if McCaskey knew anything about the team's "disaster plan."
Mugs told Ed he was never allowed to ride on the team plane because he was the heir apparent. Mugs informed Ed of league rules for restocking the team and jokingly reminded him to be sure at the end of the season to make up any games missed because of the disaster.
"What if my plane goes down?" McCaskey asked.
"Then we don't have a problem," Mugs answered.
For a short period, McCaskey was allowed to pick the team's final draft choice when the draft lasted 17 rounds.
When Finks joined the team in 1974, McCaskey asked for direction from Finks about new duties.
"You're an owner, Ed. Own," Finks responded.
"What do owners do?" McCaskey asked.
"They go to the games," Finks said.
I got to be a big shot with the Bears through some clever planning," McCaskey once said. "George Halas had two children, Mugs [George, Jr.] and Virginia. I took one look at Mugs and I married Virginia, and that's how I got this job. But Coach [Halas] still waited 25 years before he hired me, because he wanted to make sure the marriage was secure."
In 1989, McCaskey's children printed 70 reasons to wish him a happy 70th birthday. Among them:
"We now know everything we need to know about horse race gambling."