Dancehall Artiste Squash:From Salt Spring to Spotlight To Arrest To Plea Deal 2025

Date: 2025-08-20 | Location: | Category: News

Born Andrae (or Andre Maurice) Whittaker, Squash also known by the moniker 6ix Boss, emerged from Salt Spring, St. James, Jamaica. He carved a niche in the streets and underground circuits long before hitting the mainstream around 2016–2018. Early tracks like Buss E SK, Nuh Response, Fi You Dirt, and the breakout Life Story Pt.1 put him on the map

His gritty lyrics and raw patois delivery, in songs like Try (Chip Chop) and Kill Dem Anytime, won over the underground before his incarceration in 2018 only amplified his mystique tracks like Mek It Shake and 6ix Boss went viral while he was held in Montego Bay for five months without formal charges

Post release, Squash collaborated with heavyweights like Vybz Kartel on the hit Beat Dem Bad Our Today and continued to drop street anthems like Trending, Money Fever, and Ambala but it was his 2024 summer anthem “Big Breeze” that affirmed his staying power in dancehall, pulling over 31 million YouTube views


Legal Headwinds: From Arrest to Plea Deal
Arrest and ICE Custody

In February 2025, Squash was arrested in Florida on gun‑related charges: firearm possession and carrying without a permit

He was placed in the custody of U.S. Immigration and Customs Enforcement (ICE) and detained at the Krome North Service Processing Center in Miami, amid deportation fears

Federal Charges & Gang Allegations
U.S. federal prosecutors elevated the case, charging him with:
Illegal possession of a firearm as an undocumented immigrant, and
Unlawful possession of a machine gun (specifically a “chip Glock”)
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Dancehall League
These charges carry up to 10 years in prison, with mandatory minimum sentences of 15 years if prior convictions are established, and may also result in deportation
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Prosecutors have gone further, labeling Squash as the leader of a “transnational criminal organization”the alleged G‑City Gang accusing it of criminal operations spanning Jamaica and Florida since 2017

Plea Deal Reached
As of August 2025, Squash has reportedly reached a plea agreement with U.S. prosecutors, potentially allowing him to avoid a trial and reduce his exposure to the harshest penalties

What It Means and Key Takeaways
Squash’s story is one of grit, street authenticity, and raw talent that propelled him from Salt Spring to major attention in dancehall. But his rise coincides with increasing legal scrutiny.

Despite his meteoric ascent—with tracks like Big Breeze becoming national phenomena—the dancehall star faces deeply serious federal charges, including gun possession and alleged gang leadership. The dire potential consequences of conviction—including long prison terms and deportation—show how next-level the stakes are.

The plea deal, however, marks a critical pivot. Rather than letting the case drag through a high-profile trial, Squash and his legal team appear to be mitigating risks. While details are scarce, plea arrangements often aim to reduce sentencing or avoid aggravated charges. In his case, this could temper some of the severe penalties he’s up against.

What’s next?

The details of the plea will matter. Will he admit guilt, get time reduced, or face supervised release?

His deportation status remains key. Even with a plea, immigration consequences may follow.
Public and fan reaction will influence his future platform sympathy could bolster him, but allegations of gang links might alienate mainstream partners.

Artist Identity Squash (Andrae/Andre Whittaker), known as 6ix Boss; from Salt Spring, Montego Bay
Musical Rise Breakout around 2016–2018; viral during a 2018 detention; hits like Big Breeze in 2024
Legal Issues Arrested Feb 2025 in Florida; held in ICE custody; charged federally with serious gun offenses and accused of gang leadership
Current Status As of August 2025, reached a plea deal trial likely avoided; details pending