Pittsburgh Pirates: Left Feels Right With Free Agent Pitching Targets

MILWAUKEE, WISCONSIN - AUGUST 29: Brett Anderson #42 of the Milwaukee Brewers pitches in the first inning against the Pittsburgh Pirates at Miller Park on August 29, 2020 in Milwaukee, Wisconsin. All players are wearing #42 in honor of Jackie Robinson Day. The day honoring Jackie Robinson, traditionally held on April 15, was rescheduled due to the COVID-19 pandemic. (Photo by Dylan Buell/Getty Images)
MILWAUKEE, WISCONSIN - AUGUST 29: Brett Anderson #42 of the Milwaukee Brewers pitches in the first inning against the Pittsburgh Pirates at Miller Park on August 29, 2020 in Milwaukee, Wisconsin. All players are wearing #42 in honor of Jackie Robinson Day. The day honoring Jackie Robinson, traditionally held on April 15, was rescheduled due to the COVID-19 pandemic. (Photo by Dylan Buell/Getty Images)
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PITTSBURGH, PA – APRIL 17: A view of a Pittsburgh Pirates batting helmet during the game between the Milwaukee Brewers and the Pittsburgh Pirates at PNC Park on April 17, 2015 in Pittsburgh, Pennsylvania. (Photo by Justin K. Aller/Getty Images)
PITTSBURGH, PA – APRIL 17: A view of a Pittsburgh Pirates batting helmet during the game between the Milwaukee Brewers and the Pittsburgh Pirates at PNC Park on April 17, 2015 in Pittsburgh, Pennsylvania. (Photo by Justin K. Aller/Getty Images) /

As the dust settles from the recent Jameson Taillon and Joe Musgrove trades, a potential 2021 Pittsburgh Pirates rotation is beginning to materialize. As previewed on Rum Bunter earlier this week, the current rotation is projected to include Steven Brault, Mitch Keller, Chad Kuhl, and some combination of JT Brubaker, Wil Crowe, Cody Ponce, and recent trade addition Miguel Yajure.

However, odds favor that one, if not two of these arms will be dealt in the coming weeks. Since we can’t predict the future, let’s turn our attention to the projected rotation as it stands.

Upon a brief look at the depth chart, one trait links all of these players together, minus Brault: right-handedness. Of course, there’s nothing wrong with a righty-dominant pitching staff, some managers prefer it, while others choose to have a more balanced battery.

Keeping this latter thought in mind, we’ll examine four free agent lefty starters who could be possible targets for Cherington and company to eat innings and provide a veteran presence. They could also become strong trade candidates for the Pittsburgh Pirates in July.

MILWAUKEE, WISCONSIN – AUGUST 29: Brett Anderson #42 of the Milwaukee Brewers pitches in the first inning against the Pittsburgh Pirates at Miller Park on August 29, 2020 in Milwaukee, Wisconsin. All players are wearing #42 in honor of Jackie Robinson Day. The day honoring Jackie Robinson, traditionally held on April 15, was rescheduled due to the COVID-19 pandemic. (Photo by Dylan Buell/Getty Images)
MILWAUKEE, WISCONSIN – AUGUST 29: Brett Anderson #42 of the Milwaukee Brewers pitches in the first inning against the Pittsburgh Pirates at Miller Park on August 29, 2020 in Milwaukee, Wisconsin. All players are wearing #42 in honor of Jackie Robinson Day. The day honoring Jackie Robinson, traditionally held on April 15, was rescheduled due to the COVID-19 pandemic. (Photo by Dylan Buell/Getty Images) /

Brett Anderson

Originally drafted by the Diamondbacks in 2006, Brett Anderson is an 11+ year MLB veteran with stops in Oakland, LA, Toronto, and NL Central rivals Chicago and Milwaukee. He managed only 47.0 innings of 4.21 ERA, 6.13 K/9, and 4.38 FIP ball during an injury-plagued 2020 season which ultimately resulted in his exclusion from the Wild Card roster. However, Anderson had shown prior flashes of brilliance, including a 31 start 2019 where he posted a rock-solid 3.89 ERA over 176 innings. Overall, he sports a lifetime 4.06 ERA, 6.15 K/9, and an encouraging 3.93 FIP.

Anderson was signed to a 1yr/$5M deal for the Brew Crew and failed to live up to the hype as a result of a recurring blister on his pitching hand. Coupled with his soon-to-be age 33 season, a shortened, if average 2020 probably leaves him open to a discounted one year contract.

If he can stay healthy, his brief familiarity with Pittsburgh’s division, penchant for limiting HR/9, and veteran status could make him a valuable piece of the rotation. Plug him in at the top half and profit at the trade deadline.

OAKLAND, CALIFORNIA – SEPTEMBER 20: Tyler Anderson #31 of the San Francisco Giants pitches against the Oakland Athletics in the bottom of the first inning at RingCentral Coliseum on September 20, 2020 in Oakland, California. (Photo by Thearon W. Henderson/Getty Images)
OAKLAND, CALIFORNIA – SEPTEMBER 20: Tyler Anderson #31 of the San Francisco Giants pitches against the Oakland Athletics in the bottom of the first inning at RingCentral Coliseum on September 20, 2020 in Oakland, California. (Photo by Thearon W. Henderson/Getty Images) /

After spending nearly four years in the hitter’s haven that is Coors Field, Tyler Anderson was claimed off waivers by the San Francisco Giants in 2019 and brought back for 1yr/$1.775M in 2020.

Anderson worked mostly as a starter to the tune of a 4.37 ERA, 6.18 K/9, and 4.36 FIP. Historically an 8.00+ K/9 pitcher, Anderson threw only 59.2 innings in a season that saw a significant decline in his fastball velocity (-1.1 MPH from 2019) and subsequent strikeout rate (-3.84 K/9 from 2019). To bo honest, it was a surprise that the Giants non-tendered Anderson.

Despite the disturbing trends mentioned above, Anderson has some solid baseball in his rearview mirror and hopefully more in the future. For example, from 2016-2018, he threw 376 innings of 4.31 ERA ball in a hitter-friendly park while striking out 8.00+ batters per nine innings.

Anderson was non-tendered by the Giants, so the Pirates could potentially sign Anderson to a reasonable, incentive-laden, single year deal to strengthen the rotation with a former first round pick. Anderson could use 2021 to rebuild some of his capital in a pitcher-friendly ballpark without a DH looming in each opposing lineup.

CHICAGO, ILLINOIS – SEPTEMBER 25: Gio Gonzalez #47 of the Chicago White Sox pitches in the 5th inning against the Chicago Cubs at Guaranteed Rate Field on September 25, 2020 in Chicago, Illinois. (Photo by Jonathan Daniel/Getty Images)
CHICAGO, ILLINOIS – SEPTEMBER 25: Gio Gonzalez #47 of the Chicago White Sox pitches in the 5th inning against the Chicago Cubs at Guaranteed Rate Field on September 25, 2020 in Chicago, Illinois. (Photo by Jonathan Daniel/Getty Images) /

Like his fellow southpaw, Brett Anderson, Gio Gonzalez is an 11+ year veteran who toed the rubber in Oakland before landing with the Nationals from 2012-2018. He would split 2018-2019 between the Brewers and Nationals before signing with the Pale Hose in 2020 for 1yr/$5M with a previously undisclosed team option for 2021.

After tossing a disappointing 31.2 innings of 4.83 ERA ball with an even bleaker 5.50 FIP, the Sox declined his option. However, over his career, Gonzalez has posted a generally solid 3.70 ERA, 8.66 K/9, and 3.68 FIP. More impressively, he has reached the 30 start plateau eight times during his decade-plus in the bigs.

Gonzalez was slated to make $7M in his 2021 club option, but the Pirates could surely lure the former Washington stalwart back to the National League for less. Potentially more attractive to Gonzalez will be the opportunity to immediately work out of the rotation after making only four starts in 12 appearances on the South Side. A solid start to the 2021 season could see the hurler become an attractive midyear trade chip with the potential to move to a World Series contender.

PEORIA, ARIZONA – MARCH 04: Mike Montgomery #21 of the Kansas City Royals delivers a pitch during the first inning of a spring training game against the San Diego Padres on March 04, 2020 in Peoria, Arizona. (Photo by Norm Hall/Getty Images)
PEORIA, ARIZONA – MARCH 04: Mike Montgomery #21 of the Kansas City Royals delivers a pitch during the first inning of a spring training game against the San Diego Padres on March 04, 2020 in Peoria, Arizona. (Photo by Norm Hall/Getty Images) /

Mike Montgomery

Measuring in at 6’5″ and 215 pounds, Mike Montgomery cuts an imposing figure on the mound. A journeyman already, he spent 2015 in Seattle before two stints each with the Kansas City Royals and Chicago Cubs, winning a World Series with the latter.

A lifetime 3.84 ERA pitcher, Montgomery managed only 5.1 innings in 2020 after spending the majority of the season on the injured list with a lat strain. Prior to that, he hurled 91 innings of sub-5.00 ERA, 6.82 K/9, and 5.52 FIP ball in 2019. Montgomery has spent parts of his five year career as a starter, reliever, and swingman so he has the ability to fill multiple roles on a fluid Pirate roster.

Montgomery finds himself currently unsigned after electing free agency in lieu of an outright assignment from Kansas City. Adding the lofty lefty to the Pittsburgh Pirates would give some of the younger arms time to develop while offering insurance as an innings eater were a starter to get yanked early. The once-lauded prospect commanded only a 1yr/$3.1M contract with the Royals in 2020, and like other pitchers on this list, may be interested in short deal to rebuild value. All of these factors make Montgomery an excellent target to bolster the 2021 Pirate rotation.

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The Verdict

Per Stephen Nesbitt of The Athletic, it’s a matter of when, not if, Chad Kuhl will be traded by the Pittsburgh Pirates. With Steven Brault’s breakout 2020 also drawing interest, the Buccos are sure to be down an arm or two by the time catchers report to Bradenton. The team would do well to sign a free agent starter(s), and with Brault possibly on the way out, another lefty would add balance to a righty-laden squad.

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