Contrary to the expectations of many, he has somewhat maintained relevance over the years. He is regularly booked for shows, last month he performed at the NBA conference and has a fast-rising record label fostering new cats. It’s the tussle between a great likable personality and undaunting talent. His talent takes the win, however, the question of longevity lingers like the elephant in the room. Through his discography, he employs native Yoruba lyricism, and his wordplay and double entendres are packed with parables and insightful quotes. In his interview with Timi Agbaje, he takes pride in his versatility as he questions his contenders asking “Can you sing live band? Can you sing a good song, Can’t you sing a reality song? Can’t you praise God?” Habeeb Olayomi stays locked in with the streets, for the longest time the grassroots have determined the viral sounds that hit the sound waves and radio plays and formed the most loyal fanbase. This was before Afrobeats was granted this warm embrace and made a successful icon with multiple parents. The groove was determined by the impression the music left on ordinary people on these same streets. Unperturbed by the new era of AI and stream farms, Portable makes music for people with quite similar lives as his, it’s the street and they seem to be on the same wavelength. It quite ridicules the impressions of his music and career progression made by individuals whose definition of music is determined by streams and numbers as opposed to versatility, message, and talent.