The Youngest Free Agent Available

The rules state that a player must accrue six full years of service time before they are eligible for free agency, and as a result we see very few players hit the open market in their mid-20's. Alex Rodriguez become a free agent as a 25-year-old in the 2000-2001 offseason, and if wasn't for his recent contract extension, Felix Hernandez would have been a free agent next winter at age 25. Clearly, those two are the exception and not the rule because of their rare talent.

Players can still become a free agents without having six years of service time though, but their team would have to non-tendered at some point. That's what happened to Lastings Milledge this offseason, and he is currently the youngest free agent (with recent and substantial MLB time) on the market at 25 years old. Born on April 5, 1985, he'll turn 26 about a week into the 2011 season. 

It wasn't too long ago that Milledge was one of the game's very best prospects. Baseball America ranked him as the ninth best prospect in baseball prior to the 2006 season, a year after they dubbed him the 11th best. The Mets were never shy about aggressively promoting prospects under Omar Minaya, and Milledge made his big league debut at age 21. He was traded to the Nationals during the 2007-2008 offseason, then traded to the Pirates before the 2009 deadline. In 1,655 career plate appearances, he's a .269/.328/.394 career hitter, hardly justifying his reputation as a top prospect.

Because he is still just 25 and theoretically on the upswing of his career, Milledge could have more to offer a team than some of his fellow free agent outfielders. The best of that lot includes guys like Johnny Damon, Andruw Jones, and Scott Podsednik, all of whom are on the wrong side of 30 with their best years clearly behind them. Milledge's strikeout rate has continued to improve throughout his career, and he's maintained a batting average right around .270 since 2008. The power isn't there yet, but it's usually the last tool to come and he still has some time left to grow into it.

Milledge could be useful to a big league team right now because he has some defensive versatility, capable of playing both outfield corners as well as center in an emergency. UZR doesn't love his defense, but it takes thousands of innings at a position before the stat stabilizes and becomes reliable. He has also hit left-handed pitchers pretty well in his career, a .289/.363/.435 batting line. We know the Yankees are looking for a right-handed hitting outfielder, but the Braves, Dodgers, and Phillies could be other clubs in that mix as well. 

Any team that signs Milledge will not only have him for the 2011 season, but also for the next two as an arbitration-eligible player as well. He's out of options, meaning he'd have to clear waivers to go to the minors, but that could be taken care of with a minor league contract. Milledge has just 580 total plate appearances at the Triple-A level (scattered across four seasons, no less), so perhaps a trip back to the bush leagues could do him some good. If he wants to ensure a return to the big leagues at some point, he could insist that an opt-out be included in his contract. Established big leaguers often have these clauses put in minor league contracts, and it allows them to elect free agency if they're not back in the majors by a certain date.

Milledge's age compared the rest of his free agent cohorts makes him an intriguing option. He's not far removed from top prospect status and won't require an arm and a leg to sign. If he flops, it would be an easy move to back out of given the minimal commitment. But if he starts to live up to his potential, whatever team signs him would have Milledge at a below market for the next three seasons. For some teams, it might be worth the risk as opposed to hoping an aging veteran fights off Father Time for another year.

This Date In Transactions History: December 31st

The final day of the calendar year doesn't normally produce much hot stove news, but there have been plenty of moves made on this date throughout the years. Let's look back at some of the more notable ones, including a free agent signing with historic significance…

  • One year ago today the Phillies thought they were solidifying their bullpen by signing Danys Baez to a two-year contract worth $5.25MM. They instead received a 5.48 ERA with nearly as many walks (23) as strikeouts (28) in 47 2/3 innings in the first year of the deal.
  • Two years ago the Angels signed Brian Fuentes to a two-year, $17.5MM contract. He pitched to a 3.76 ERA in 93 1/3 innings with the Halos before being traded to the Twins last August. The 35-year-old southpaw is said to be seeking a deal on par with the three-year, $15MM contract the Angels gave Scott Downs
  • That same day, the Indians traded minor league pitchers Jeff Stevens, Chris Archer, and John Gaub to the Cubs for Mark DeRosa. DeRosa hit .270/.342/.457 in 71 games with Cleveland before they traded him to the Cardinals for Chris Perez and Jess Todd.
  • The Dodgers signed Fred McGriff to a one-year contract worth $3.75MM back in 2002. The then 39-year-old slugger hit .249/.322/428 with 13 homers in 329 plate appearances that season.
  • Former Yankee Ramiro Mendoza signed with the rival Red Sox on the same day McGriff agreed to his deal. Mendoza didn't perform as well in Boston as he did in New York, pitching to a 5.73 ERA in 97 1/3 innings for the Sox.
  • One of the most significant contracts in baseball history was signed on New Year's Eve. On this date way back in 1974, Catfish Hunter signed a five-year contract worth $3.75MM with the Yankees, becoming the first star player to change teams via free agency. The deal also made him the highest paid player in baseball history at the time. Hunter posted a 3.58 ERA in 993 innings during his five years with the Yanks.
  • Other players involved in transactions on this date include Mark Hendrickson, Aaron Miles, Neifi Perez, Ray Fosse, Sandy Alomar, and Hall of Famer Eddie Mathews.  

Baseball Blogs Weigh In: Beltre, Braves, Dye, Wells

On this date in 1972, Roberto Clemente was killed when a plane carrying him and relief aid for people affected by a earthquake in Nicaragua crashed into the ocean off the coast of Puerto Rico immediately after takeoff. Clemente, 38 at the time of his death, was a .317/.359/.475 career hitter in 18 seasons with the Bucs, picking up 3,000 career hits on the nose. He was posthumously elected to the Hall of Fame in 1973 after voters elected to waive the traditional five-year waiting period. MLB honors Clemente's charity work each year by presenting the Robert Clemente Award to the player "who combines a dedication to giving back to the community with outstanding skills on the baseball field."

Here's the final batch of links for 2010…

If you have a suggestion for this feature, Mike can be reached here.

Blue Jays Moving Closer To Deal With Octavio Dotel

MONDAY, 12:42pm: Dotel is "moving closer" to an agreement with the Jays, tweets Ken Rosenthal of FOX Sports.  He agrees that it would be in the $3.5MM range.

SUNDAY, 8:49pm: Heyman tweets that the deal with Toronto isn't done yet, and that the Pirates, Rays, and several other teams are still very much involved in the Dotel bidding.

8:21pm: SI.com's Jon Heyman tweets that the deal will pay Dotel $3.5MM, or a bit above that.

6:15pm: The Blue Jays and Octavio Dotel are on the verge of agreeing to a one-year contract, reports Enrique Rojas of ESPN Deportes. The deal will be "almost identical" to the $3.2MM he earned in 2010, including another $500K in incentives.

Although Jason Frasor will return after accepting arbitration, the Jays still lost late-inning relievers Scott Downs and (presumably) Kevin Gregg to free agency. Dotel, 37, gives them a veteran arm with closing experience. He pitched to a 4.08 ERA with 10.5 K/9 and 4.5 BB/9 for the Pirates, Dodgers, and Rockies last season. Dotel's trademark velocity is declining but still well above 90 mph, and over the last four seasons he owns an impressive 11.4 K/9. Only Carlos Marmol, Jonathan Broxton, and Billy Wagner top that. 

The Pirates and Rays also had interest in Dotel, who is represented by the Beverly Hills Sports Council. The Rockies will receive a supplemental first round draft pick as compensation for losing the right-hander, who was a Type-B free agent. Toronto will be Dotel's 11th big league team, amazingly enough.

Poll: Will Andy Pettitte Retire?

The Yankees missed out on Cliff Lee this offseason, but there's still another free agent left-hander out there that can help shore up their rotation. No, I'm not talking about Jeff Francis or Bruce Chen, it's long-time Yankee Andy Pettitte.

For the fourth time in as many offseasons, Pettitte is debating between retirement and pitching another year. The lefty showed that he can still be an effective starter in 2010, posting a 3.28 ERA with 7.0 K/9 and 2.9 BB/9 in 129 innings, but he also demonstrated the perils of a 38-year-old starter. Pettitte missed a total 71 days due to elbow and (mostly) groin issues, and he was also hampered by back and hamstring issues in the postseason. Despite that, he still gave the Yanks a 7 IP, 2 R start in both the ALDS and ALCS.

Last we heard is that Pettitte is still leaning towards retirement, and it's worth noting that in three of the last four offseasons, he's re-signed with New York no later than December 12th. The lone exception is the 2008-2009 offseason, when he was coming off a second half in which he pitched through a sore shoulder. The Yankees will surely welcome him back with open arms, but GM Brian Cashman has indicated that they're operating as if the franchise's third winningest pitcher all-time was not going to return for the 2011 season.

Will Andy Pettitte Retire?

  • No 52% (6,990)
  • Yes 48% (6,574)

Total votes: 13,564

This Date In Transactions History: December 26th

The day after Christmas hasn't been a busy hot stove day historically, but there have certainly been a few notable deals struck. Let's review…

  • On this date last year, the Mets signed Kelvim Escobar to an incentive-laden one-year deal with a $1.25MM base salary. Escobar had missed most of 2009 and all of 2008 due to shoulder surgery, and sure enough he wasn't able to pitch at all in 2010 (not even in Spring Training) due to another surgery.
  • The Giants inked Randy Johnson to a one-year deal worth $8MM guaranteed on this day back in 2008. He gave the Giants 96 innings of 4.88 ERA pitching in return, winning his 300th career game along the way.
  • The Padres officially signed Kevin Correia to a minor league contract on the same day San Fran signed The Big Unit. He rewarded them in 2009 with 198 innings and a 3.91 ERA.
  • Seven years ago today the Indians signed Ronnie Belliard after the Brewers non-tendered him. He spent the next two-and-a-half years in Cleveland, hitting .285/.337/.433 along the way.
  • The Orioles acquired David Wells from the Reds for Curtis Goodwin and minor leaguer Trovin Valdez back in 1995. Boomer posted a 5.14 ERA in 224.1 innings during his one year in Baltimore.
  • All the way back in 1953, the Milwaukee Braves traded six players and $100K to the Pirates for 26-year-old Danny O'Connell. O'Connell finished his career as a .260/.333/.351 hitter, and the most notable player Pittsburgh received was Sid Gordon, who was near the end of his playing days.
  • Some other players involved in transactions on this date: Bob Howry, R.A. Dickey, Mark Prior, Frank Menechino, and Esteban Yan.

MLBTR Originals: 12/19/10 – 12/26/10

People all around baseball took it easy during the holidays this week, but we here at MLBTR pumped out plenty of original content. Let's recap…

Odds & Ends: Webb, Manny, Soriano, CarGo, Prior

Links for Sunday, as we start the countdown to next Christmas…

Brandon Webb Closing In On Decision?

2:46pm: Stark provides an update saying that Webb is "closing in" on a decision. While the team hasn't confirmed its interest, many MLB executives call Cincinnati a "perfect fit" for Webb, according to Stark.

2:32pm: Cincinnati is the "principal challenger" to Texas for Webb's services, according to Ken Rosenthal's Major League sources.

While the Reds haven't confirmed their interest in the former Cy Young winner, Rosenthal notes some interesting connections to both clubs. Texas team physician Keith Meister performed a cleanup on Webb's shoulder in 2009, while Reds pitching coach Bryan Price and trainer Paul Lessard both worked with Webb in Arizona.

11:37am: The Cubs and Nationals are out on Brandon Webb, reports ESPN's Jayson Stark. Stark says Webb is down to two teams now: the Rangers and a mystery NL Central club.

The Reds are not believed to be said mystery team but Stark says Cincinnati has been "quietly poking around for a starter with top-of-the-rotation potential." The Pirates haven't talked to Webb since late-November, and although the Brewers have scouted him, their level of interest seems low since the Zack Greinke trade. The Cardinals are known to be seeking starting pitching depth, and then there's the Astros. The now 31-year-old right-hander is expected to decide on a team soon.

More than 27% of over 15,000 MLBTR readers expect Webb to sign with Texas.

Cafardo’s Latest: Uggla, Pavano, Matsuzaka, Ellsbury

In today's column, Nick Cafardo of The Boston Globe asked ten baseball people to select the ten most significant moves/non-moves of the offseason. Unsurprisingly, Adrian Gonzalez, Zack Greinke, Carl Crawford, and Cliff Lee topped the list. Here are the rest of Cafardo's rumors…

  • Talks between the Braves and Dan Uggla have slowed because he's seeking more money, but an extension should get done during the first week of January. Cafardo reported that the two sides were close to a five-year deal worth $60-61MM about two weeks ago.
  • The Orioles still have interest in Kevin Gregg and the Red Sox still have interest in Brian Fuentes, but other free agent relievers like Rafael Soriano, Grant Balfour, Octavio Dotel, Aaron Heilman, Manny Delcarmen, Hideki Okajima and Jon Rauch remain in limbo.
  • Carl Pavano is holding out for three years, with the Nationals, Twins, and Rangers still showing interest. Cafardo adds the Mariners to the mix, with the caveat that they free up some money first.
  • The teams considering Pavano could also turn to Joe Blanton, who would certainly come cheaper.
  • The Red Sox "haven’t heard anything close to the value they would need in return" for Daisuke Matsuzaka.
  • The Angels and several other teams made a run at Jacoby Ellsbury this offseason, but the Sox "never heard any offer resembling proper value."
  • Cafardo wonders if Adrian Beltre is looking at a much smaller payday than originally anticipated. Last we heard, the Angels pulled their five-year, $70MM offer to the third baseman, but they remain in the mix to sign him.
  • David Aardsma is still trade bait and the Mariners wouldn't mind moving him for starting pitching depth. Earlier this week we heard Seattle wanted an impact bat for its closer.