‘Big Brother’ Winner Jackson Michie. As the final stretch of Big Brother: All-Stars gets underway, a new winner is about to be crowned. Jackson Michie achieved his dream of winning Big Brother and the half-million dollars (and confetti) that came with it. It was the moment Jackson Michie had been waiting for all season: walking out of the Big Brother … 'Big Brother' couple Jackson Michie and Holly Allen announce they've split and broken up 'Big Brother' Season 22 may reportedly be a cast of former 'Big Brother' houseguests 'Married at First Sight' star Olivia: I'd been a fan of the show a long time and felt if anyone could do it, I could By emily belfiore Jun 12, 2020 3:34 PM Tags. See Jackson's reaction to winning here. Big Brother's Jackson Michie took to Instagram to apologize for his past "mistakes" and stand in solidarity with Black community. Big Brother 21's Jackson Michie Has Fans Split This was in addition to Ovi admitting he witnessed bullying while in the house, David confessing that he observed "implicit bias," Kemi calling for the houseguests to become better people, and women on the jury admitting they felt degraded and condescended to by Jackson. While All-Stars has been largely derided by fans, it's worth recalling that fans experienced similar disappointment just one season ago when Jackson Michie cruised towards victory on Big Brother 21.Here's everything you need to know about Jackson, both during and after BB21. Jackson Michie won season 21 of 'Big Brother,' but accusations of racism and sexism have rocked his win. Sonja Flemming/CBS.