Blue Jays' free agent frenzy continues to make complacent Yankees look pathetic

Could two teams take more different approaches?
2023 World Baseball Classic: Championship Team USA v. Team Japan
2023 World Baseball Classic: Championship Team USA v. Team Japan | Daniel Shirey/GettyImages

The New York Yankees and Toronto Blue Jays finished the 2025 regular season with identical 94-68 records. Since then, the two clubs have been on divergent paths.

The Blue Jays won the division by a tie-breaker, and then vanquished the Yankees, coming within inches of a World Series victory. They ultimately fell short to the Los Angeles Dodgers in a thrilling, 11-inning Game 7 for the ages.

Since the offseason began, Toronto has aggressively rectified its wrongs, sending the first shockwave throughout the baseball universe with the massive seven-year, $210 million deal to land Dylan Cease. Since then, they've also signed top KBO starter Cody Ponce and stalwart setup man Tyler Rogers.

Meanwhile, the Yankees' lone external addition has been Rule 5 draft pick Cade Winquest. While the Blue Jays aggressively pursue upgrades, the Yankees' sole focus has been the most minor of moves, getting the band back together, including absolutely forgettable faces like Paul Blackburn.

Now, Toronto has struck again, landing prized Japanese slugger Kazuma Okamoto while the Yankees sit idly by.

The Yankees fall behind even further in the AL East arms race as the Blue Jays strike again, landing Kazuma Okamoto

Not all of the Blue Jays' moves are without question. Without a doubt, they overpaid for Cease. Ponce is largely unproven. The contract they gave Rogers was also more than expected. But what they have done is ruthlessly acquire desired targets. There have been no half-measures, no waiting out the market. If a player tickles their fancy, they ensure he's theirs, and landing Okamoto is right in line with that philosophy.

They were late entrants in Okamoto's market, considering the powerful and patient right-handed bat as a potential outfield solution, despite his entire experience there being limited to 68 total games (and none since 2024).

Okamoto brings with him consistent power, hitting 30 or more homers in six of his eight NPB seasons. He also rarely strikes out, posting K-rates of 18.8% or better each of the last six seasons, including a career best mark of 11.3% in 2025. The 29-year-old also walks at an above-average clip, coming in between 10.8% and 12.2% over the past three years.

You know who else could use a left fielder with solid contact skills, plate discipline, and power, and would really benefit from a right-handed presence? The Yankees. They could also use a right-handed hitting platoon option at third base!

However, there's risk in Okamoto. How well his bat translates to the majors is a question. Whether or not he can hang defensively in left field at this level is unclear.

But in addition to being aggressive, the Blue Jays have been creative, and it could pay huge dividends. Meanwhile, yet again, the Yankees are playing it safe. More and more, it appears they're content to put all of their eggs in the Cody Bellinger basket, without the willingness to go the extra mile to ensure he doesn't slip through their clutches (or to further bolster the roster should he return).

We've seen this conservative approach in action before. It never ends well. It doesn't matter. The Yankees remain stuck in their old ways, somehow believing that this time things will be different. All the while, the Blue Jays have their eyes on the prize and are aggressively blazing a path towards their objective. They, too, might fail, but at least they can say they went down swinging if things don't come to fruition.

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