In the early stages of his career, Josimov represented numerous lower league clubs, including Beograd, Morava Ćuprija, Radnički Pirot, Železničar Beograd, and Sloven Ruma.
He spent his most successful years at Donji Srem, winning promotion to the Serbian SuperLiga in 2012.
In June 2013, Josimov moved abroad and signed with Slovak club Slovan Bratislava, a two-year contract with an extension option.
[1] He made his competitive debut in a 1–1 league draw at home to Dunajská Streda on 12 July.
[2] In 2017, Josimov moved to Finland and joined Ykkönen side KPV, helping them win promotion to the top flight in 2018.