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"There are those who come and tell me, 'Why don't you leave? I feel you can manage without a label.' Blah blah blah. There are many advisors out there!" said Nwagi while appearing on NBS After 5 when she was asked if it's true that she plans to quit the label that has managed her music for almost a decade.
Asked if she thought she would manage without a label, Nwagi said: "Personally, I don't think I can. These things appear to be easy, but they are not. I can't handle the music business on my own. That's why I had to emerge through Coca-Cola Rated Next so that I get someone to kickstart my career. Otherwise, I would have first sold tomatoes to raise money to record my first song. But I looked for those who understood the business, to support me."
She compared her situation to married women who get seduced out of marriage and the man who convinced her abandons her the moment she divorces.
Benon Mugumbya, a co-founder of Swangz Avenue, scouted Winnie Nwagi when she emerged as the second runner-up in the second season of Coca-Cola Rated Next in 2014. Mugumbya was a judge in the competition.
In 2016, she released her first song titled Embela, followed by Gwenonya. Musawo, produced by the late Danz Kumapeesa, that same year, would be her breakthrough. She has since released several chart-topping songs and in 2022, she held one of the most highly attended concerts in recent history at Lugogo Cricket Oval in Kampala.