Against the Odds: How Jaykai Keeps Moving Forward Through Music

From humble beginnings in Ibadan to a growing independent career, Jaykai’s journey is one of faith, resilience, melody, and determination.

Omisope Joshua Olamilekan, popularly known as Jaykai, is an emerging Nigerian artist whose musical journey began at home, inspired by his parents’ deep love for music. Growing up surrounded by different sounds and genres, Jaykai developed an early appreciation for lyrics, melody, and musical expression.

His first recorded song came around 2018/2019, while he was in JSS3\. With support from his aunt, he took his first steps into recording, although the song is no longer available. He later began creating music on Voloco using his mother’s phone and sharing his work on Instagram. At just 15, he started attracting an audience.

His journey, however, has not been without setbacks. After someone offered to manage him and eventually took control of his login details, Jaykai found himself having to start over. He moved to Facebook, where one freestyle surpassed 2,000 views. That moment became a turning point, showing him that people genuinely connected with his music.

In 2020, he discovered TikTok and began consistently posting freestyles and edited clips to build a fanbase. That same year, with assistance from his eldest aunt and her daughters, Bjudgejay and Daisy, he recorded “Delilah,” which he describes as a hit. He later recorded another song in Lagos with his father’s support and continued releasing music independently on Audiomack.

His career took another significant turn in 2025 when he met a man through a TikTok Live session who offered him a deal. Jaykai travelled to Lagos and experienced his first taste of professional music, including the release of “WORK” across major platforms, professional photoshoots, and other forms of support.

Although the arrangement eventually ended, the experience left him with valuable lessons about agreements, documentation, and the realities of the music industry. Returning to Ibadan was emotionally difficult, particularly as public opinions and rumours followed him.

After months away from recording, Jaykai returned in 2026 with “Fine Girl,” a song produced by APEKZME in 2023 through a connection with his DJ boss, DJ Akunlex. Released on September 5, 2026, the song marked his renewed commitment to music.

Influenced by artists such as Olamide, Asake, Burna Boy, and Zinoleesky, Jaykai believes his strongest connection with listeners comes through his melody and energy.

One of his most memorable moments came when strangers sang his “Broke Boy” open verse word-for-word—a moment that brought him to tears.

Today, Jaykai remains focused on growth, originality, networking, and consistent releases. Above everything, he credits God for guiding him throughout the journey. His message to young people is equally rooted in faith, discipline, friendship, and self-control.

For Jaykai, music is more than a career—it is what he believes he was sent to do.

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One response to “Against the Odds: How Jaykai Keeps Moving Forward Through Music”

  1. Omolara Avatar
    Omolara

    Jaykai is going places 💃