With his charisma, tenacity, and everyman appeal, music star Bobi Wine has shaken up Ugandan politics. Since his career pivot a decade ago, the 43-year-old has become a major thorn in the side of President Yoweri Museveni, an 81-year-old who has been in power for 40 years. Bobi Wine has enchanted legions of young Ugandans, a demographic that makes up a large portion of the country’s population. Having grown up in the slums of the capital, Kampala, he dubbed himself the “ghetto president” and campaigns on issues such as youth unemployment and human rights.

On 15 January, Bobi Wine, whose real name is Robert Kyagulanyi Ssentamu, will compete against Museveni in a presidential election for the second time. But the odds are stacked against him, given his history of imprisonment and legal challenges perceived as politically motivated. His plight has drawn international attention, with musicians like Chris Martin and Damon Albarn advocating for his freedom after his arrests on charged linked to alleged treason.

Wine’s political journey began in earnest after significant popular support led to his election in 2017 as an independent representative, following a landslide victory in his constituency. His campaigns focus heavily on combating corruption and addressing youth unemployment, resonating deeply with his supporters. Wine was a prominent figure during the brutal 2021 elections which saw widespread violence and repression targeting his supporters. Despite this, he remains hopeful, emphasizing that the upcoming election is about freedom and liberation: 'We are asking people to come out and protest in the ballot box.'

Bobi Wine’s narrative reflects the aspirations of many Ugandans seeking democracy after decades of authoritarian rule. As the nation gears up for another election, the outcome holds the potential for significant change, not just politically, but socially, symbolizing a younger generation's demand for a better future.