CHICAGO -- Cubs chairman Tom Ricketts had dinner with president of baseball operations Theo Epstein in Arizona around the start of spring training.
If Epstein had any doubt about a contract extension, it ended right there. And on Wednesday, it became official.
Chicago announced a five-year extension, rewarding Epstein for an overhaul that has the long-suffering franchise eyeing its first championship since 1908.
"He started it off by saying some really nice things about me that might have hurt his leverage a little bit, and then I returned the favor by telling him that even if we couldn't work out a contract it would get awkward because I would just keep showing up to work," Epstein said. "As an employee, I will. I kept ruining my leverage."
The deal comes with the Cubs wrapping up one of the greatest seasons in franchise history and their fans believing this just might be the team to end the 108-year World Series title drought.
Chicago reached 100 wins for the first time since 1935 and was a major league-leading 101-56 heading into Wednesday's game at Pittsburgh. The Cubs clinched the best record in the majors with more than a week left in the regular season.
"In the five years under Theo's leadership, he has brought in a strong executive team and acquired and developed some of the best players in the game," Ricketts said. "Now, the results are on the field."
Terms were not disclosed.
It looks like Epstein isn't the only Cubs executive with a new deal. He said contract extensions for general manager Jed Hoyer and senior vice president of scouting and player development Jason McLeod will probably be announced in the next day or two.
Epstein, who was in the final season of a five-year deal when he left Boston in October 2011, had repeatedly said a new contract was a formality, that there were more immediate priorities. Ricketts had echoed that and indicated in the spring that he was prepared to make him one of the highest-paid executives in baseball.
"There was never any real drama throughout the summer," said Ricketts, adding the agreement was finalized a few days ago.
What took so long?
"We sat down at spring training, had a nice dinner, talked about getting an extension done," Ricketts said. "Basically, I told him I thought he was the best in the game at what he did. He told me no matter what I paid him he wasn't going to leave Chicago, so we were off to a good start. We checked back in on it a couple times during the summer. There was no real time pressure."
The new deal is a reward for a striking transformation that began with the arrivals of Epstein along with Hoyer and McLeod -- his friends from Boston -- following the 2011 season.
The Cubs tested some fans' patience by taking the long approach rather than going for a quick fix, but they have seen the benefits the past two years. Chicago is eyeing even bigger things after breaking out with 97 wins and reaching the NL Championship Series last season.
"When you have great leadership at the top, it usually filters through the rest of the group," manager Joe Maddon said. "A successful organization has that. We have that. I was very happy to hear the news. I'm very happy for Theo and his family and of course, us. It is great. It's a feel-good story. He deserves it. He's earned it. I'm very happy for him."
High draft picks such as 2015 NL Rookie of the Year Kris Bryant made big impacts, as did a number of trade acquisitions, including last season's NL Cy Young Award winner Jake Arrieta, All-Star first baseman Anthony Rizzo and potential Gold Glove shortstop Addison Russell.
The hiring of NL Manager of the Year Joe Maddon and signing of starter Jon Lester before the 2015 season showed just how serious the Cubs were about jumping into contention. And the additions of three-time Gold Glove outfielder Jason Heyward, pitcher John Lackey and veteran infielder Ben Zobrist along with the re-signing of outfielder Dexter Fowler this past offseason added to an already deep roster.
Throw in the emergence of Kyle Hendricks as a Cy Young candidate, and the Cubs are widely considered a postseason favorite.
There were missteps along the way, but the Cubs are in a far different and far better place than they were five years ago. And if they win it all under Epstein, it won't be the first time he helped end a long championship drought.
Before he took aim at the Billy goat curse, he took down the Bambino.
Epstein oversaw two World Series winners in nine seasons as Boston's general manager.
In Chicago, Epstein parted with high-priced veterans and loaded up the minor league system while expanding the team's scouting and analytics operation as part of an overhaul that saw the organization get stripped to its studs.
The Ricketts family also invested heavily in infrastructure in recent years, including new training facilities in the baseball-rich Dominican Republic and the spring training home in Arizona. They are also overhauling Wrigley Field and the surrounding neighborhood.
"There really wasn't anything important to me besides finding common ground, making sure that we could stay and see this thing through," Epstein said. "Our mission has not been accomplished yet."