Vanilla Ice

In August 1990, Vanilla Ice released the single 'Ice Ice Baby.' It was initially released as the B-side to his cover of 'Play That Funky Music,' but quickly gained a life of its own as radio stations began to play it independently. The song became the first hip hop single to top the Billboard Hot 100, a historic achievement for the genre. The song's infectious hook and catchy rhythm, alongside Vanilla Ice's distinctive style, propelled him into stardom.

On November 3, 1990, Vanilla Ice's album 'To the Extreme' reached number one on the Billboard 200 album charts. The album, which included the smash hit 'Ice Ice Baby,' sold millions of copies and was certified 7× Platinum by the RIAA. It held the top position for 16 weeks, showcasing Vanilla Ice's significant impact on the music industry at the time and solidifying his status as a pop culture icon of the early '90s.

In 1991, Vanilla Ice starred in the film 'Cool as Ice,' which was released on March 22. The film was a commercial and critical failure, but it has since become a cult classic. Despite its lack of initial success, 'Cool as Ice' showcased Vanilla Ice's attempt to transition from music to acting. The film's release marked a pivotal moment in Vanilla Ice's career, representing both his peak popularity and ensuing challenges.

On February 27, 1999, Vanilla Ice was involved in a roller coaster incident at an amusement park in Florida. He suffered minor injuries when the ride malfunctioned, leaving passengers, including him, stuck at the ride's peak. This unexpected event highlighted the challenges and unpredictability of his personal life during the years following his initial music success. Despite this incident, he continued his efforts to rebuild his career.

On October 19, 1999, Vanilla Ice released his third studio album 'Hard to Swallow.' This album marked a significant departure from his earlier work, showcasing a new alternative rock and nu-metal style. Produced by Ross Robinson, known for his work with bands like Korn and Limp Bizkit, 'Hard to Swallow' demonstrated Vanilla Ice's efforts to reinvent himself artistically and distance his image from his earlier pop persona.

In October 2009, Vanilla Ice launched his own reality TV show called 'The Vanilla Ice Project' on the DIY Network. The show featured Vanilla Ice and his crew renovating homes, drawing upon his real-life experience in the real estate and construction industries. The show enjoyed several successful seasons, adding a new dimension to his career and showcasing his diverse talents beyond music.

On February 18, 2015, Vanilla Ice was arrested in Lantana, Florida, on charges related to a residential burglary. He was accused of taking items from a foreclosed home next to one he was renovating for his reality show. Vanilla Ice said it was a misunderstanding, and he later reached a plea deal to avoid significant legal consequences. This incident brought international media attention, reflecting challenges in his public and private life.

In 2016, Vanilla Ice appeared in the comedy film 'The Ridiculous 6,' which was released on April 29 on Netflix. Directed by Frank Coraci and featuring Adam Sandler, the film is a parody of Westerns. Vanilla Ice played the role of Mark Twain, showcasing his comedic flair. Despite mixed reviews, the film was a part of Vanilla Ice's ongoing involvement in the entertainment industry beyond his music career.

In November 2017, Vanilla Ice's Florida home was significantly impacted by Hurricane Irma. The hurricane caused extensive damage, leading to a highly publicized cleanup and renovation effort. This event underscored the reality of living in hurricane-prone areas and also highlighted his expertise in home renovation as he took an active role in the repairs. The event also brought attention to the broader issues of climate change and disaster preparedness.

On March 15, 2020, Vanilla Ice performed at the Sydney Gay and Lesbian Mardi Gras After Party in Australia. The event was one of the last major international performances before the COVID-19 pandemic led to worldwide lockdowns and the suspension of public events. His performance was well-received by the audience, demonstrating his enduring appeal and ability to engage diverse audiences despite the passage of time since his early hits.