Osborne had roles on several daytime soap operas which include, General Hospital, The Bold And The Beautiful, and The Young And The Restless.

Osborne starred and produced a reality series based on her life, Meet the Smiths, on TBS.

[4] Working with the Global production group ITV America as a producer, Osborne was nominated for the segment "Foulshots by Kenny Smith"[5] on TRUTV in the Cynopsis Short Form Video Festival.

In 2021, Osborne started her podcast Tea with Gwen[6] interviewing women from diverse backgrounds on career, health, and wellness.

[7] Born to a Jamaican mother and British father, Osborne was married to retired NBA player and TNT basketball analyst Kenny Smith[1] on 2 September 2006.