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Vladimir Guerrero Jr. isn’t going anywhere. The Blue Jays have formally announced a 14-year contract extension for their superstar first baseman, one that guarantees the four-time All-Star a whopping $500MM from 2026-39. He’d previously been slated to become a free agent following the 2025 season. The contract does not contain any deferred money or opt-out opportunities but does provide Guerrero with a full no-trade clause, setting the stage for him to spend his entire career in Toronto. Guerrero is represented by PRIME.

Notably, Ken Rosenthal of The Athletic reports that the $500MM will come in the form of a whopping $325MM signing bonus, paid out in annual installments over his contract’s 14-year term, with the remaining $175MM constituting his salary. That doesn’t change the luxury-tax picture for the Blue Jays, but it does provide tax benefits to Guerrero. Signing bonuses are taxed based on a player’s official residence, and although Guerrero plays his home games in Toronto, he’s legally a Florida resident, where there’s no state income tax. Further, Rosenthal rightly points out that signing bonuses are paid out even in the event of a potential labor stoppage, whereas player salaries could be withheld or prorated. Effectively, the mammoth signing bonus provides Guerrero an avenue and safety net to take home as much of that mammoth guarantee as possible.

It’s the second-largest deal in MLB history by measure of net present value, trailing only Juan Soto’s 15-year, $765MM contract with the Mets. While Shohei Ohtani’s deal with the Dodgers was originally reported as a historic 10-year, $700MM deal, the overwhelming slate of deferred money — $68MM annually — knocked the contract’s present-day value down to between $438MM and $461MM. Guerrero’s $35.714MM average annual value is technically the 12th-largest AAV in baseball history, although once factoring in deferrals in the contracts of Alex Bregman and Blake Snell, Guerrero could sneak into the top 10 with that hefty mark.

Guerrero rather famously set a deadline of the start of spring training that came and went without a deal. He left the door cracked for an agreement, however, stating that while he no longer planned to participate in back-and-forth negotiations, he’d listen to any offers the team presented and leave any contract talk to his agents. In the aftermath of that soft deadline, specifics regarding Guerrero’s asking price and a new, stronger offer from the Blue Jays came to light.

It’s not entirely uncommon for contract talks to continue beyond self-imposed deadlines if the sides are close enough, with Garrett Crochet standing as a notable recent example of a player who set a deadline (in his case, Opening Day) for extension talks before ultimately signing after said deadline had passed. Jackson Merrill, Ketel Marte, Brandon Pfaadt, and Kristian Campbell are among the other players to have signed extensions since the season began who presumably opened negotiations with their clubs during spring training.

Both previous talks between the sides and reports regarding the latest framework have centered around a 14-year pact. That’s a reflection of Guerrero’s youth, as he only just turned 26 years old last month. It’s a somewhat similar situation to that of Soto, who hit free agency right around his 26th birthday. Given his youth and talent, he was able to parlay a frenzied free agency into a record-shattering 15-year deal worth $765MM.

Prior to Soto moving the goalposts, the reported $500MM value of the deal Guerrero and the Jays are discussing would have been a record-breaking deal. As already noted, Ohtani’s ten-year deal is valued quite differently when weighing for deferred money; the MLBPA pegs his net-present annual value at $43.78MM, while the league itself posits a $46.06MM number. Ballparking the guarantee around $450MM was still a record at the time, with Mookie Betts and his $365MM holding the previous top guarantee. Ohtani’s overall guarantee and AAV both fell to a distant second with the Soto deal, and now Guerrero can now lay claim to passing him as well, given the lack of deferred money in his half-billion-dollar guarantee.

Guerrero’s track record isn’t quite as elite as that of Soto, who is in a class all his own as an offensive talent with a career wRC+ (158) in the same ballpark as Guerrero’s peak seasons. Even so, his numbers are excellent and he’s only a year older. When Guerrero is at his best, he’s the closest comparison to Soto in the game in terms of age and overall offensive ability.

For the Jays, Guerrero has been the face of the franchise for a long time. After the club’s postseason appearances in 2015 and 2016, they entered a quick rebuild period that saw them post losing records for the next three years. As such, many fans rested their hopes on an emerging core headlined by young prospects like Guerrero and Bo Bichette.

Guerrero’s initial major league work was good but not great, though it came at an age when most prospects are still playing in college or in the minors. He hit .269/.336/.442 over the 2019 and 2020 seasons for a 107 wRC+, indicating he was 7% better than league average at the plate. To be holding his own in the big leagues during his age-20 and -21 seasons was still a notable accomplishment, even if he wasn’t immediately playing at All-Star levels.

Any doubts about Guerrero’s ability to reach the ceiling he flashed as a prospect were quelled in 2021, as he hit 48 home runs, drew walks at a 12.3% clip and only struck out 15.8% of the time. His .311/.401/.601 batting line led to a wRC+ of 166. He would have won the American League Most Valuable Player award that year, if not for an absurd two-way season from Ohtani. Instead, he finished runner-up.

Guerrero couldn’t quite carry that MVP-caliber offensive output over into his next two seasons. He hit a combined .269/.341/.462 in 2022 and 2023 for a 125 wRC+. While that’s still strong production, it’s obviously a drop from his 2021 campaign, and 2023 in particular cast him as closer to pedestrian than superstar as he posted a 118 wRC+ with just 1.3 fWAR. Fortunately, Guerrero helped to quell his doubters when he cranked things back up last year, slashing .323/.396/.544 for a 165 wRC+ and finishing sixth in a crowded AL MVP field.

Taken in totality, the four years beginning with Guerrero’s 2021 breakout saw him produce a .293/.370/.517 batting line with a 10.2% walk rate and just a 15.2% strikeout rate. That’s 45% better than league-average after weighting for home park and league run-scoring environment, by measure of wRC+. And, as Guerrero’s minuscule strikeout rate indicates, he’s hardly just a one-dimensional slugger. He has some of the game’s best contact skills and pitch recognition, and he consistently delivers elite rankings in batted-ball metrics like exit velocity, hard-hit rate and barrel rate.

That’s not to say that there is no risk. Despite a 2022 Gold Glove Award, Guerrero’s defense is generally viewed as questionable and he’s not a burner on the basepaths. On any kind of massive deal like this, the signing club probably knows it won’t look pristine all the way to the final season, as the Tigers and Angels could tell you about their deals for Miguel Cabrera and Albert Pujols. The Jays will be hoping that they get piles of value from Guerrero’s prime years, both in terms of on-field and off-field value, in order to ease the pain of his eventual decline phase.

Certainly, it would have been cheaper to extend Guerrero earlier in his career, as players generally gain earning power as they get closer to free agency. However, Guerrero’s oscillating results perhaps gave the Jays pause about making a significant commitment to him. From Guerrero’s perspective, he was an incredibly talented prospect who received a hefty signing bonus and quickly put himself on track to reach free agency at such a young age. That gave him ample incentive to bet on himself, which presumably made finding a price amenable to both sides rather challenging.

The stars have aligned recently. Guerrero’s 2024 season seemed to prove that 2021 wasn’t a fluke. Meanwhile, the Jays have attempted to secure mega deals with other players and fallen short. They were heavily tied to Ohtani, Soto, Roki Sasaki and plenty of other players who would have been headline-grabbing acquisitions, but none on those pursuits panned out. Prior to today’s extension of Guerrero, the largest deal in franchise history was George Springer’s $150MM guarantee on a six-year pact, which is now more than four years old. With president/CEO Mark Shapiro and general manager Ross Atkins both nearing the ends of their respective contracts and the Jays disappointing in 2024, it has been suggested they are under pressure for a big public relations victory.

The inability to close deals with marquee free agents like Soto, Ohtani and Corbin Burnes (among others) left the Jays with plenty of future payroll space to commit to Guerrero. Bichette, Chris Bassitt, Max Scherzer and Chad Green are all free agents at season’s end. After 2026, Springer, Kevin Gausman and Daulton Varsho are slated to hit the open market. José Berríos is under contract through 2028, but has an opt-out after 2026. Anthony Santander will have an opt-out chance after 2027. Andrés Giménez and Alejandro Kirk could be the two players making notable money still on the team by 2028 if those opt-out clauses are exercised, and Guerrero is the only player on the books beyond 2030.

The Guerrero extension takes the projected top free agent off next year’s market, leaving Kyle Tucker as the clear top bat available. Japanese slugger Munetaka Murakami will reportedly be posted ahead of his age-26 season, adding an interesting and likely very expensive wild card to the position-player market.

On the pitching side, Dylan Cease, Zac Gallen and Michael King will be some of the most attractive names. That will be a tough development for fans of other clubs but it could be a huge benefit to those other free agents, especially Tucker, who will become the uncontested best free agent hitter available in a market that looks increasingly starved for impact offense without Guerrero at the top.

Dominican journalist Mike Rodriguez first broke the news that the two sides were closing in on a deal worth at least $500MM. USA Today’s Bob Nightengale added that it was over a term of 14 years. Shi Davidi of Sportsnet first reported that an agreement was in place and that there were no deferrals, while his colleague Ben Nicholson-Smith added that the contract did not contain opt-out language. Jon Heyman of the New York Post reported Guerrero’s no-trade clause.

Photo courtesy of Brad Penner, Imagn Images.