- How Will I Know: Obrafour Ft. Samini

Upon release, "How Will I Know" became an instant anthem on radio stations like YFM, Joy FM, and Choice FM. It dominated the MTV Base Africa charts and was a staple on Channel O.

Critics praised the song for:

It won Best Collaboration at the Ghana Music Awards (specific year dependant on release timeline, typically late 2000s) and remains a fan favorite at both artists' live concerts. Obrafour ft. Samini - How Will I Know

The song’s core question—"How will I know?"—revolves around the universal fear of deception in relationships. Obrafour opens the track with a delivery that is both conversational and intensely poetic. He raps primarily in Twi, blending local proverbs with street-smart analogies.

Young men in Ghana today still ask the same question: "How will I know if she loves me or my money?" The song’s theme is timeless. It is often played at wedding receptions (ironically) as well as at "high school advice nights." It serves as a cautionary tale. Upon release, "How Will I Know" became an

The primary theme of the song is romantic uncertainty and vulnerability. Unlike the dominant Hiplife narratives of the time—which often focused on "Kumerican" hustle, material success, or provocative comedy—this track centers on emotional transparency.

a. The Hook (Samini): Samini’s delivery of the chorus borrows the titular question "How will I know?" but contextualizes it within the Ghanaian dating scene. His vocal delivery is characterized by a "sing-jay" style—a blend of singing and toasting common in Dancehall. He acts as the emotive anchor of the song, expressing the anxiety of unrequited love and the desire for clarity in a relationship. It won Best Collaboration at the Ghana Music

b. The Verses (Obrafour): Obrafour’s contribution is particularly noteworthy because it contrasts sharply with his public persona. Known for hits like "Pae Mu Ka" and "Kwame Nkrumah," which demanded respect and societal change, his verses on "How Will I Know" are deeply personal and soft. He utilizes his signature Twi flow to narrate the intricacies of courting a woman. He abandons the "preacher" persona for the "lover" persona, employing witty metaphors and declaration of fidelity. This shift demonstrated Obrafour’s versatility, proving that a "hardcore" rapper could successfully navigate the "lover boy" terrain without losing credibility.

Several younger artists have sampled the hook or the beat pattern of "How Will I Know" in their own freestyles. It is considered a "rite of passage" for new Ghanaian rappers to try their hand at answering the question Obrafour posed.