Recent September Extensions

September is historically a down month on the trade front, as players acquired after Aug. 31 are not eligible to join an acquiring club’s postseason roster. However, if recent history is any indicator, we can expect a few extensions to be hammered out over the next four weeks. Here’s a look back at some notable September extensions over the past three seasons…


  • Padres sign Will Venable to a two-year, $8.5MM extension. — Venable had a breakout season in terms of his power production last year, so the Padres likely felt fortunate to lock in his remaining arbitration salaries, as further 20-homer/20-steal seasons would cause the price to soar. Unfortunately for the team, Venable’s decision to opt for security looks wise, in hindsight, as he’s batted just .220/.282/.319 in the first year of the deal — surprisingly low production from a player who had posted a wRC+ mark of 99 or better in each year of his career.
  • Marlins sign Greg Dobbs to a one-year, $1.75MM extension. — This extension drew plenty of public scrutiny, as Dobbs’ on-field performance in 2013 (.228/.303/.300) didn’t warrant the deal. It was eventually reported that owner Jeffrey Loria negotiated the deal without consulting former president of baseball operations Larry Beinfest. The Dobbs extension would be one of many stories that were referenced when describing the rift between Loria and Beinfest at the time of Beinfest’s dismissal.
  • Giants sign Hunter Pence to a five-year, $90MM extension. — The most notable of any extension in this post, Pence was positioned to be one of the top free agents in the 2013-14 class, but he took what looked to be market value at the time to remain in San Francisco. As it turns out, the market for outfield bats was more aggressive than many had thought, with Jacoby Ellsbury and Shin-Soo Choo landing seven-year deals worth $153MM and $131MM, respectively. Based on that context and Pence’s brilliant 2014 campaign — he’s hitting .296/.348/.482 with 19 homers and a hefty 5.4 fWAR/4.0 rWAR — the contract looks good after about one year.


  • Padres sign Chris Denorfia to a two-year, $4.25MM extension. — Denorfia’s strong season led former GM Josh Byrnes to lock in his final arb years with this modest extension, and Denorfia made the deal look like a good one in 2013 by hitting a solid .279/.337/.395 with a career-high 10 homers and excellent numbers against lefties. His production fell off in the contract’s second year, but the Padres’ triumvirate of interim GMs were still able to flip him to Seattle for outfielder Abraham Almonte and minor league righty Stephen Kohlscheen.
  • Rangers sign Colby Lewis to a one-year, $2MM extension. — Lewis went down for the season in mid-July back in 2012, but he’d been enjoying a strong season and was expected to return for the 2013 campaign, making a $2MM salary a potential bargain for Texas. Unfortunately for the Rangers, Lewis had multiple setbacks and wasn’t able to take the hill the following season, but it’s not hard to see why they were interested in the low-risk deal; Lewis had turned in a 3.93 ERA over his previous 506 1/3 innings with the Rangers.


  • Cardinals sign Chris Carpenter to a two-year, $21MM extension. — Carpenter led the league in innings pitched in 2011 and had been generally excellent over the previous three seasons, prompting quite a bit of praise for this deal. He, in fact, restructured his contract and took what most expected to be less money in the long run, giving up a $15MM club option in favor of this two-year deal. Of course, Carpenter would sadly throw just 17 more innings in his career before injuries forced him to retire. While it looked good at the time, this deal didn’t pan out.
  • Mets sign Tim Byrdak to a one-year, $1MM extension. — While the extension wasn’t particularly memorable and didn’t have a large impact on the 2012 Mets, Byrdak fired 30 2/3 innings of 4.40 ERA ball and was a strong weapon against lefties, making him worth his modest salary.
  • Cardinals sign Lance Berkman to a one-year, $12MM extension. — After a huge rebound campaign in 2011, Big Puma was rewarded with this contract, but he totaled just 97 plate appearances the following season due to knee injuries. He wasn’t able to recover with the Rangers in 2013 and retired following that season, putting an end to an excellent career.
  • Marlins sign Omar Infante to a two-year, $8MM extension. — This contract paid dividends in the sense that Infante was largely excellent for the Marlins over the next half-season before being dealt to the Tigers along with Anibal Sanchez. That trade netted former top prospect Jacob Turner, catcher Rob Brantly and lefty Brian Flynn — a respectable haul at the time but one that now looks lackluster. Miami dealt Turner to the Cubs for a pair of low-level relievers this season, and Brantly has been passed over in favor of Jarrod Saltalamacchia.
  • White Sox sign Sergio Santos to a three-year, $8.25MM extension. — Signed at the end of a breakout season as the White Sox closer, Santos found himself traded to the Blue Jays for pitching prospect Nestor Molina that offseason. Molina hasn’t done much and was recently outrighted by the ChiSox, but they probably feel fortunate not to have had to pay Santos the money he was guaranteed, as shoulder injuries led to a 5.23 ERA and just 51 innings pitched over the life of his three guaranteed years with Toronto.

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