Jamaica went ‘Quattro’ with Bermuda but still have 5 steps to make – Do we need Greenwood?

The Reggae Boyz hit Bermuda for four last night. But the 4-0 win, while convincing on paper, still left questions lingering about the road ahead. Yes, Jamaica delivered what was expected in Hamilton — dominance, flair, and goals. But the truth is, World Cup qualification isn’t a two-step dance. This was only one checkpoint. There are still five more hurdles to clear if the Boyz want to secure their ticket to the 2026 FIFA World Cup.

The Mason Greenwood Question

Since Mason Greenwood’s name has been linked with Jamaica, fans have debated whether the Boyz should roll out the welcome mat. On one hand, the Manchester United product — now rebuilding his career with Marseille — brings undeniable talent. Jamaica hasn’t had a natural finisher of his pedigree in years, maybe ever. On the other hand, the team already has weapons: Michail Antonio’s physicality, Shamar Nicholson’s consistency, and Leon Bailey’s creativity.

However, there are other layers. Even if Jamaica wants Greenwood, is Greenwood sure about Jamaica? In recent interviews, the forward hasn’t given a clear signal that he’s ready to pledge himself to the Reggae Boyz. That uncertainty makes the debate even sharper — should the JFF build plans around a player who may not be committed, or double down on those who have already bought into the project?

Manager Thomas Tuchel has made it abundantly clear: Greenwood is not in the picture right now. According to The Sun, The Times, and Football Insider, Greenwood hasn’t been contacted, isn’t a current consideration, and is far from being a priority. To his credit, Tuchel didn’t slam the door shut entirely — he said, “I don’t rule anything out,” but emphasized Greenwood is not in their thoughts at the moment.

This clarifies England’s stance with him and suggests that if Greenwood himself hasn’t been firm with a decision, Jamaica may be better served moving forward with players who are fully committed to the cause.

Additionally, there are Greenwood’s much-publicized off-field transgressions, prompting the question of whether Reggae Boyz fans will widely welcome him. Considering Greenwood has seemingly matured off the field, and fans are largely eager for him to join, his commitment to the program will likely get a strong seal of approval.

Do we need Greenwood? Maybe not to win games like against Bermuda. But against better sides like Trinidad and Curacao, having a clinical option who can change games in a singular moment might be the difference between making history or watching from the sidelines.

How the Reggae Boyz Stack Up After Bermuda

Bermuda was never the real test. Credit to the Boyz for professionalism: they handled business with no slip-ups. But if we measure ourselves against the true contenders in CONCACAF, the picture is more complicated.

Trinidad and Tobago: Athletic, strong and solid, while being coached by Manchester United legend Dwight Yorke, Jamaica’s biggest and familiar Caribbean rivals will be a tough out.

Curacao: Coached by former Netherlands manager Dick Advocaat, Curacao has some slick play in its ranks and showed against World Cup co-hosts Canada at the 2025 Gold Cup that they can compete with CONCACAF’s best. A well-drilled side, Curacao is a team Jamaica must bring their best against.

So where does Jamaica fit? We’re dangerous. We’ve got depth we haven’t seen in decades, thanks to the British-born reinforcements and local talent stepping up. But danger doesn’t equal destiny.

Five More Steps to the Promised Land

The Boyz now stand on the verge of something historic. Qualification is no longer a dream, it’s an expectation. Still, to get there, they must:

Be ruthless at home. Kingston must become a fortress again. It must become The Office again, like it was in its heyday when we were unbeatable there. Jamaica has struggled at home in recent qualifying campaigns; this can’t repeat itself with everything on the line. No points dropped.

Steal points away: A win away to Curacao or Trinidad could be crucial.

Stay fit. Injuries have haunted us. Keeping Antonio, Bailey, and company healthy is half the battle.

Solve the finishing problem. Last night was good, but against tighter defences, will chances be buried? This is where Greenwood comes back into play.

Stay disciplined: Too many campaigns collapsed due to lapses in focus, whether on or off the field.

The 4-0 in Bermuda showed what’s possible. But it also reminded us that the road to 2026 features tougher nights than these. Jamaica has five more steps to climb — and whether Greenwood joins the journey or not, the Reggae Boyz must prove they can dance with the big guns.