In 2004 Richard, Meddie and Isaac formed the VIP Modern Dance Troupe which he headed. In 2005, wrote and sang Can't Live Without you produced by Fenon Records. The VIP Modern Dance Troupe afterwards turned into a music group and later on released Tugendeyo. After a third song, the group disbanded. These would be the only songs he would release for a long time because he was not ready for the hustle that came with promoting a song. In 2015 he released another single, What Should I do?
Host
He was co-Mc together with Gloria Kasujja during the launch of NewFem contraceptive by Uganda Health Marketing Group in March 2009 In May 2010, emceed at the 2010 Buzz Teeniez Awards ceremony. In May 2018, Richard hosted Live Sipping Night at Racer's Bar, Bukoto. In October, he emceed at Kenneth Mugabi's maiden concert, "Strings of my Soul"
Stand-up
In 2013, Richard performed as part of the acts celebrating Pablo's nine years in the comedy industry. On 12 July 2019, he hosted his first one-man comedy show dubbed Laugh Conquers All.
Acting
In 2002, Richard acted several plays at the National Theatre including The Virgin, The Journeys and A Jewel in Every Name. He joined Theatre Factory in October 2003. In 2005, he played the role of Daudi in a television series called Hand in Hand, together with Jacqueline Kizza and Veronica Namanda. He acted in The Last King of Scotland as an assistant of a politician in 2006. later in the same year, he joined Rock Point radio while at Theatre Factory. In this radio drama, he portrayed the character of Deo, a feat which won him a Voice Actor's Award. He left the radio drama in 2007. In 2007, Richard, together with Anne Kansiime, Veronica Namanda, Bugingo Hannington and Gerald Rutaro acted in a short movie, What Happened in Room 13. In January 2010, together with 13 other members of Theatre Factory, Richard left and formed Fun Factory Uganda where he is the Communications Director. In Fun Factory's weekly sketches of Comedicine, his most recurring roles being The arrogant Munyankole, Junior and Phobia the drunkard. He acted in the movie Speak Out which premiered at Theatre La Bonita on 21 January 2010. In 2011, Richard was part of the cast that formed The Hostel where he acted as Twine, one of the lead characters. He left the set in 2012 after disagreement with the management on the professional fees being paid to the actors. In July 2012, he was part of the cast that acted Silent Voices,The Play which was based on interviews with victims of the Northern Uganda Conflict. Richard acted as Dez in Queen of Katwe in 2016, alongside David Oyelowo and Lupita Nyong'o. In the same year, he acted as Dj Kadanke in Rain Richard was among the nine seasoned actors that were signed by the Development Channel to promote activities like African Child Poverty Alleviator Program in June 2018.
Personal Life
Richard is the second born of five siblings born to Enock and Hope Tuwaangye. After she introduced him to her parents officially on 1 August 2015, Richard married Sharon Atwiine Kagarura on Martyr's Day3 June 2016. They have two children, Kakama and Amanya.