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Phillies expect to meet this week with agents for Bryce Harper, Manny Machado

It is the gambler’s risk that Phillies general manager Matt Klentak must weigh this week at the winter meetings as his pursuit of Manny Machado and Bryce Harper truly begins.

Phillies general manager Matt Klentak will meet with Bryce Harper's and Manny Machado's agents this week. DAVID MAIALETTI / Staff Photographer
Phillies general manager Matt Klentak will meet with Bryce Harper's and Manny Machado's agents this week. DAVID MAIALETTI / Staff PhotographerRead more

LAS VEGAS -- The floor-to-ceiling windows inside the Phillies’ high-rise corner suite offer a picturesque view of the towering casinos and the sprawling mountains that sit in the distance. The gambling mecca - constructed in the middle of a desert - was built on the backs of the wide-eyed who came to Las Vegas hoping to hit big on a chance and went home defeated.

It is the gambler’s risk that Phillies general manager Matt Klentak must weigh this week at the winter meetings as his pursuit of Manny Machado and Bryce Harper truly begins. The Phillies expect to meet this week with both Harper’s agent, Scott Boras, and Machado’s agent, Dan Lozano. The chase is on.

The agents will visit the Phillies’ suite seeking 10-year deals and historic paydays for their clients. Harper and Machado are in-their-prime superstars. They are just 26 years old and it is all but certain that their best years are ahead of them. The immediate winnings are obvious.

But as the Phillies meet with the agents in their suite, Klentak can gaze out the window and be reminded of the risks.

“I think in the history of the game, the mega contracts don’t tend to end very well and that’s not a secret,” Klentak said. “We can go back and look at all these. If you feel like you’re getting enough of a boost to your club in the early years of that deal, then it may be something you consider.”

The market for Harper may have slimmed this week as Nationals owner Mark Lerner said on Friday that he does not expect Harper to return and Yankees general manager Brian Cashman told reporters Monday that there is no room for him in the team’s outfield. The Phillies seem to be moving into great position, but Klentak left no hints.

“I’m not going to telegraph our intentions here,” he said.

As the Phillies continue to chase Harper and Machado, they will also push heavily for a starting pitcher.

Klentak reiterated his wishes Monday to add a lefthander. It remains unlikely that the team would be willing to offer Dallas Keuchel a long-term deal, but J.A. Happ is a reasonable target. Happ has an affection for Philadelphia, the city where he began his career, and would be brought in on a short-term contract. He could be signed before Thursday.

“We’re not going to sit around and be held hostage by one or two players,” Klentak said. “If there are moves to make in the short term that make sense for us, we’re going to do that. If it works out that there are players that fit for us down the road and it makes sense, then great. But we’re not going to sit around and wait.”

Klentak may not like 10-year contracts, but that should not be enough to keep him away from the superstars. He has long stated his dislike of signing pitchers to long-term deals, “yet a week ago we were bidding pretty aggressively on a long-term starting pitcher,” Klentak said in reference to the team’s pursuit of Patrick Corbin.

Harper and Machado will not be the same players at 26 that they are at 36 when a 10-year contract ends. The gamble is if the first-half of the contract -- the production Harper and Machado can make before turning 32 -- can outweigh whatever happens in the later stages. It’s up to Klentak to decide. And he would not have that beautiful view of Las Vegas if someone else hadn’t been willing to take a chance.

“We are trying to get better and we’re trying to move the needle wherever we can,” Klentak said. “And we have been disciplined with our payroll for a number of years now to put ourselves in a position to explore different opportunities and we are properly going to balance the short term and the long term and we’re going to make the decisions that make sense for this franchise.”