The Smallest Big Free Agent Signings

With Spring Training slowly motoring into life, that means another cash-flush free agency session has come to its conclusion. In truth, though, maybe we should think of this time of year — extension-signing season — as the time and place where all of the true money is spent.

Consider: of the twenty largest contracts (in terms of total value) active in the Majors today, only eight of them were signed when the player was a free agent. Those eight players are:

Player Signing Team Total Value (in $M)
Albert Pujols LAA 240
Robinson Cano SEA 240
Prince Fielder DET 214
Max Scherzer WAS 210
CC Sabathia NYY 182
Mark Teixeira NYY 180
Jon Lester CHC 155
Masahiro Tanaka NYY 155

That leaves twelve players who signed their massive deals while already under team control, including the top three most-valuable contracts in the game:

Player Extending Team Total Value (in $M)
Giancarlo Stanton MIA 325
Alex Rodriguez NYY 275
Miguel Cabrera DET 248
Joey Votto CIN 224
Clayton Kershaw LAD 215
Joe Mauer MIN 184
Justin Verlander DET 180
Felix Hernandez SEA 175
Buster Posey SFG 167
Matt Kemp LAD 160
Troy Tulowitzki COL 157
Adrian Gonzalez BOS 154

Here’s how misleading free agent spending can be: if you were to line up each of the 30 teams by their biggest-ever free agent signing, the New York Yankees would only be sixth. Since the Yankees traded for and then extended Rodriguez, their biggest-ever signing is Sabathia ($182M). That trails what the Washington Nationals paid for Scherzer ($210M), what the Detroit Tigers paid for Fielder ($214M), what the Los Angeles Angels and Seattle Mariners paid for Pujols and Cano (both $240M), and what the Texas Rangers, so many moons ago, paid for A-Rod ($252M).

For all of the Los Angeles Dodgers’ new cash-flow, their largest-ever signing, Zack Greinke ($147M), is only good enough for ninth place. Nearly a third of the league has, at one point, out-spent the Dodgers’ biggest-ever free-agency splurge.

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So I was curious: with all 30 teams lined up, who would be the five teams in the back of the line? Who has managed to get through our century of rapidly inflating contracts without ever breaking the bank?

While the identities of these five teams didn’t really surprise me, I was astonished to see just how (relatively) tiny these smallest biggest contracts were. Also a surprise: each of these five teams has made the playoffs in the last two seasons. Here we go:

5. Kansas City Royals – Gil Meche – 5 years (2007-2011) – $53M
Here’s one positive about Dayton Moore’s vaunted Process: with so many homegrown players in the fold, the Royals have rarely had to pursue and spend on free agents. At the moment, the Royals’ biggest free agent signees are Omar Infante (4 years/$30.25M) and Jason Vargas (4 years/$32M). Even when Moore spent a combined $68.3M in free agency this offseason — with the Royals primed to set a new all-time franchise-high in payroll for the third consecutive season — it came in little chunks. The Royals’ largest individual commitment this offseason went to Edinson Volquez (2 years/$20M).

Moore got his tenure off to its famously rocky start by spending big on Meche, who had posted a 4.82 FIP in his first six seasons, with the Seattle Mariners. The poor fella would retire before the final year of the contract, which at least kept the 2011 Royals’ payroll down — that payroll being $38.1M for the whole team. There is no more apt avatar for the most recent generation of Royals futility.

4. Cincinnati Reds – Francisco Cordero – 4 years (2008-2011) – $45M
I’ve examined the Reds’ unique lack of Japanese players, and it turns out the Reds have operated entirely without big-name free agents as well. What’s interesting about the Reds is that they’ll actually land in the upper half of team payroll this season, and they’ve increased payroll in each of the last seven seasons.

But all of their big-money players — Votto, Jay Bruce, Homer Bailey — are home-grown. Brandon Phillips was acquired via trade and then extended — same as Ken Griffey Jr. Johnny Cueto, while signed as an international free agent, is currently playing under a contract extension. The most expensive free agent on the Reds’ roster right now is actually Aroldis Chapman, who was originally signed to a 6-year/$30.25M deal. And what a bargain: Cordero produced 2.6 WAR during his four years in the Reds’ bullpen. Chapman was good for 2.7 WAR just last season.

3. Pittsburgh Pirates – Francisco Liriano – 3 years (2015-2017) – $39M
Yes, what appeared to be, on the market, a prudent investment in a reliable starting pitcher also counts as the Pirates’ biggest free agent investment of all-time. This does count as growth for the Pirates: just a few years ago (2010), their entire payroll was $39.068M, with the best-compensated player on that team being Paul Maholm at $5M.

GM Neal Huntington’s deft timing at offering extensions has been phenomenal, rendering free agent pursuits unnecessary for the Bucs. If the Pirates pick up Starling Marte’s club options for 2020 and 2021, they will pay him $55M for eight seasons — FanGraphs dollars estimates that Marte has already provided $50.2M of value to Pittsburgh. If Andrew McCutchen had not signed his extension prior to the 2012 season, he would be entering free agency this offseason. Instead, the Pirates hold a team option on McCutchen for the 2018 season, which, when exercised, would make his deal worth 7 years and $66M.

In other words: the Pirates wouldn’t have pulled the trigger on this deal unless they really believed in Liriano.

2. Oakland A’s – Yoenis Cespedes – 4 years (2012-2015) – $36M
The small-market A’s have actually outspent the Pirates, in total, more years than not. For instance, in 2007 the A’s payroll topped out at $79.3M (a team record until last season) while the Pirates were still puttering around at $38.5M. But Billy Beane has traded his about-to-be-free-agents for prospects so many times that the A’s hardly ever spend on free agents. Their biggest free agent investment to end last season in Oakland was Scott Kazmir, who is on a prudent 2-year/$22M deal.

Incredibly, Mark McGwire almost won the title as the A’s biggest-ever free agent signing: his deal from 1992-1997 was good for $28.12M, and it ended — of course — with him getting traded in the last year of the contract.

Considering what the A’s are willing to invest in free agency, it makes it all the more clear that they really, really think that Billy Butler (3 years/$30M) can help them.

1. Tampa Bay Devil Rays – Wilson Alvarez – 5 years (1998-2002) – $35M
Confession: I had never heard of Alvarez before. In an effort, no doubt, to start their expansion franchise off with a bang, the Devil Rays spent big on the journeyman starter (an All-Star with the 1994 White Sox!). During his tenure with the Devil Rays, Alvarez missed two entire seasons with a shoulder injury, and contributed 63 starts of 4.99 FIP ball when healthy. Tampa Bay’s best win total over the duration of this contract: 69 wins. Best win total.

With a backstory like this, it’s quite understandable why Andrew Friedman’s re-named Rays have avoided this racket. Some of Tampa Bay’s biggest free agent contracts in the meantime have gone out to Carlos Pena (3 years/$24.1M) and James Loney (3 years/$21M), who is the Rays’ most lucrative free agent of the moment. That’s right. James Loney: lucrative.





Miles Wray contributes sports commentary to McSweeney's Internet Tendency, Ploughshares, The Classical and Hardwood Paroxysm. Follow him on Twitter @mileswray or email him here.

40 Comments
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Mike
11 years ago

Didn’t A-Rod technically opt out of his contract and become a free agent when the Yankees gave him 275?

Chris
11 years ago
Reply to  Mike

Yeah but I think it was during the exclusive negotiating window. Does that still count?

LSCT
11 years ago
Reply to  Chris

No way.

He opted out during game 4 of the WS, and signed much later.

He was a Free Agent, I think.

Bpdelia
11 years ago
Reply to  LSCT

Yep. He was absolutely and completely a free agent.

Yirmiyahu
11 years ago
Reply to  Mike

Indeed. A-Rod voided his contract on 10/29/07 and signed as a free agent on 12/13/07.

vslykeMember since 2020
11 years ago

Gotta think the Braves (the ghost of Melvin Upton) were close to the bottom. Another team that doesn’t often give out huge FA contracts (Maddux notwithstanding).

chuckb
11 years ago

Never heard of Wilson Alvarez? Damn, I’m old.

How young are you little whipper-snappers?

Albert Lang
11 years ago
Reply to  chuckb

Serious. I saw there when he no-hit the Orioles. God, the Orioles have come a long way

PBMAX
11 years ago
Reply to  Albert Lang

Him and BlackJack McDowell were the Sox best SPs back in the 90s.

MajorDanby
11 years ago
Reply to  PBMAX

i think alex fernandez was better

Jim Parque
11 years ago
Reply to  PBMAX

I was like 9th best!

margarine
11 years ago
Reply to  PBMAX

Butter.

Jaack
11 years ago
Reply to  chuckb

As a young person, I thought I had heard of Wilson Alvarez until I clicked on his page and realized that, no, I had not, in fact, heard of Wilson Alvarez

Greens
11 years ago
Reply to  Jaack

If I recall correctly he went to the White Sox from the Rangers along with Sosa in exchange for Harold Baines. I think he pitched a no-hitter in his second career start or something too.

Of course I could easily check that, but that would be cheating.

Perpetually Cynical Mets Fan
11 years ago
Reply to  chuckb

As a young person, I vaguely remember Wilson Alvarez, although entirely from his time on the Rays.

redsoxu571
11 years ago
Reply to  chuckb

I was going to say the same thing! Makes me feel old, and I’m not even 30…

MajorDanby
11 years ago
Reply to  redsoxu571

“and I’m not even 30…”

you’re not old. trust me.

j
11 years ago
Reply to  chuckb

Remember him from a baseball video game I used to play as a kid. He was an ace in the game, so I’d always trade for him.

Vince Clortho
11 years ago
Reply to  chuckb

The white flag trade has apparently faded into obscurity

rzt101
11 years ago
Reply to  chuckb

Alvarez was a promising young pitcher for a bit. I remember as a kid reading an SI article about the ChiSox promising young pitching corp of Alex Fernandez, Jason Bere, and Wilson Alvarez. Those three were a thing for awhile.
Think Bere got injured. Both Alvarez and Fernandez signed with the FLA teams and crapped out from there.

Billy
11 years ago
Reply to  chuckb

I think people don’t remember him not because they are too young to do so, but because he just wasn’t terribly notable.

Greens
11 years ago

I also found that odd.

dang
11 years ago

Do you have a list of the other teams largest free agent spendings? Interested in where the Phillies stand on that. Would it be Cliff Lee at $120 million?

Deelron
11 years ago
Reply to  dang

Seconded, if it’s handy I’d love to see it instead of looking it up myself (and possibly missing something anyway).

Darkstone42
11 years ago

I’m fairly certain the Bucs were #1 on this list before the Liriano signing (which, while technically not an extension, kind of almost felt like one) with 2 years and $17 million to Martin being their biggest free agent deal in their history, but I could be mistaken.

If I’m not, though, before this season, the Pirates’ biggest free agent commitment was less than half the next lowest biggest free agent commitment. That’s interesting, I guess.

matt w
11 years ago
Reply to  Darkstone42

You’re definitely right (except that, as Bmasar points out below, before the Liriano and Shields signings the Padres would have edged the Pirates with Joaquin Benoit as their biggest signing).

The Pirates’ five most expensive FA signings, I think, have been:

1. Liriano 3/39
2. Martin 2/17
3. Kang 4/11 (plus $5m posting fee)
4. Liriano 2/12 or so, if you want to count the easily attained money instead of the $1m he had guaranteed if he never recovered from his broken arm
5. Barmes 2/10.5
And I’m not even sure who is fifth if you disqualify Liriano’s first contract? AJ Burnett at 1/8.5 for this year? I think that’s more than Grilli’s contract.

dewon brazeltron
11 years ago

$tu happy to keep up the tradition of payroll champs

d_iMember since 2016
11 years ago

I think Josh Willingham’s 21 million was the Twins’ record until Nolasco and Santana these last two years.

Jason B
11 years ago
Reply to  d_i

Well if you’re gonna break the bank, the guy you want to set records with is…Ricky damn Nolasco??

(!!?)

Rob
11 years ago

Fun fact: Wilson Alvarez had a career ERA of infinity going in to his No Hitter.

EWK
11 years ago

Shouldn’t the Brewers be on this list – if my memory serves me correctly, their biggest true FA contract ever was handed out to Matt Garza at 4 years/50 million, right?

Is there deferred money on that contract that is causing it to be valued higher (kind of like Scherzer)?

Yosted
11 years ago

For all the crap the Meche signing gets, it actually worked out quite well, until the poor man’s arm fell off. The Royals ended up paying him $42.6m for $43.8m of production, I’m going to guess most of the other teams on here would love to have that ratio.

That said, one of the writers on here mentioned a backstory involving why Meche decided to retire (and not collect the final $12.4m) and I’d love to hear it

Jesse
11 years ago
Reply to  Yosted

This might be for what you’re looking.

“Once I started to realize I wasn’t earning my money, I felt bad,” Royals pitcher Gil Meche said.

http://www.nytimes.com/2011/01/27/sports/baseball/27meche.html?_r=0

Gil Meche is a good guy.

tz
11 years ago
Reply to  Jesse

There needs to be a Hall Of Good Guys for guys like Meche. Probably have to expand it to cover other sports as well, but it would be a really cool concept.

(The KC athlete that would top my Good Guy list still has to be Joe Delaney, who drowned trying to save three drowning children, forgetting that he himself didn’t know how to swim.)

oil
11 years ago
Reply to  tz

I know my opinion on this subject is not a popular one, but I continue to believe that Meche’s decision, though arguably well-intentioned, was actually fairly unethical in practice. He did come out of the situation as a darling of Royal’s fans, but he also could have just taken the damn millions of dollars and donated it to a charity or non-profit! He really could have. He had the chance, and instead he decided to donate it to an extremely wealthy businessman who made his money by making freaking WAL-MART a thing.

Chris
11 years ago
Reply to  Yosted

If Meche people want to call the Meche signing a bust, then blame the dugout and the training staff, not the front office.

Meche was worth between 4-5 WAR in each 2007 and 2008. His 2009 looked to be about the same, but in early June he experienced shoulder tightness and Trey Hillman responded by letting him throw 132 pitches in a shutout. Never the same afterwards.

section 34
11 years ago

Is “Alvarez” the last name of the volleyball in “Cast Away”?

phoenix2042
11 years ago
Reply to  section 34

HANDerson Alvarez.

Bmasar
11 years ago

Padres would’ve crushed this list a month ago. Benoit for $15.5m!

tz
11 years ago
Reply to  Bmasar

Was that the biggest FA contract in Padres history when they signed him last off-season?

That’s truly amazing. I guess, like the Reds, any of their higher-salaried guys were home-grown or trade acquisitions.