Having previously worked in television production, Osho turned to acting in 2003. By 2006, she had decided to go into stand-up comedy. Osho spent a number of years working as a receptionist by day, while perfecting her stand-up comedy routine in the evenings.
In 2006, Osho starred as Alma in Dael Orlandersmith's drama Yellowman at Liverpool's Everyman Theatre. Other theatre work includes a critically acclaimed performance in the title role of Medea (Barons Court Theatre, 2005), Amanda in Cigarettes, Coffee and Paranoia (King's Head Theatre, 2005) and Zimbabwean exile Faith in the devised piece Qabuka (Oval House Theatre, 2005).
Osho is also a Playwright and one of the founding members of the London writers' group, Vowel Movement. She has contributed to News Review at London's Canal Cafe Theatre and in 2008, she co-devised a scratch performance of the stage play Up the Café de Paris for the Pulse Fringe Festival. In 2007, Osho wrote the comedy CSI: Nigeria, in production for BBC Three.
Osho is the only person to have won more than one episode of Celebrity Mastermind. In 2011, she won the Comic Relief episode with The Matrix trilogy as her specialist subject and then in 2012, she took part in a regular episode choosing host John Humphrys as her specialist subject. Osho also takes an occasional presenting role for the comedy club section on BBC Radio 4 Extra
On 19 June 2012, Osho made her debut in medical drama Holby City as medical student Barbara Alcock for three episodes. In July 2014, she appeared in Finding Carter as Susan Sherman. Between 2016 and 2018 she presented Supershoppers with Anna Richardson on Channel 4, being replaced with Sabrina Grant. She took part in a Celebrity edition of The Chase on ITV.