The team president has a rebuilding plan that looks ahead to the next 10 years. The Opening Day starter just turned 35, will be a free agent at seasons end and has no-trade rights.
That creative tension is the story for this Cubs season.
It was 90 degrees at first pitch, with winds gusting 24 mph. The offense finally came alive in an 11-7 victory over the Padres that snapped a 12-game losing streak.
But any one game or even a bad 12-game sample size doesnt really matter in the big picture.
Dempster loves Chicago and has become an authority figure in the clubhouse and a part of the community. But the Cubs are 16-32 and contenders know all about his numbers (2.14 ERA) and makeup.
I have a pretty good feel for where hes coming from, Epstein said. We have an open dialogue. We just chatted about chatting at some point. Theres nothing to talk about right now. I think I know him pretty well.
Long-term, sure, I think the organizations better for having him. Well have to take a realistic look of where we are. And if there are ways to get better, every option has to be on the table.
At the moment, that doesnt mean calling up top prospects Anthony Rizzo and Brett Jackson. Ex-closer Carlos Marmol, who came off the disabled list, will have to earn his job back but could be showcased.
Catcher Geovany Soto, who recently underwent a minor knee procedure, said hes close to returning, that its not a two-month injury, more like two or three weeks.
This front office isnt sentimental, and prides itself on removing emotion from the equation. No one is untouchable.
Ive always operated under that philosophy, Epstein said. I never understood why there would ever be an untouchable. All youre doing is limiting your opportunity.
That said, there are core pieces that its almost impossible to foresee movement. You have to be completely blown away to even contemplate it. I think everyone knows what were trying to do. Were trying to build a nucleus of talented young players who can form a core of an annual contender.
So if you have a piece like that, the only way youd contemplate ever moving him would be if youd get multiples back of that same caliber, and those deals are hard to make.
From here, you could see a rotation fronted by Matt Garza and Jeff Samardzija, and a lineup built around Rizzo and Starlin Castro. Win or lose, the next 114 games will be about identifying more core players.
Were also very open to making moves, general manager Jed Hoyer said. A lot of our conversations are about what we can do to shake things up, what we can do to change the roster a little bit. Well keep looking at those things.
(But) we dont want to get in a situation where were sort of dumping guys off just to make a point or just to change things up.
Epstein and Hoyer have been on the road evaluating players for the draft, and getting to know their scouts better. They have to get the sixth overall pick right on June 4, and then begin restocking the system.
From there, the focus will shift and the Cubs will assess the landscape. Maybe an extra wild card, some injuries or a desperate executive will move the market.
This time of year is not a big trading time, Hoyer said. People are still filling their team out and deciding where they are. Thats why the solutions have to come from within. This isnt an external time of year (and) we need to fight through this.
Theyre telling themselves that this will all pay off in the end. Its just a question of wholl be around to enjoy it.
Its torture for all of us, Hoyer said. (But) I dont think any of us would ever hesitate for a second knowing better times are ahead. Theres no question in my mind that were going to build a consistent winner here.
This is a really painful bump that were going through right now on the way to get there. My hope (in the) future (is that) were looking back at this as a character-building thing.