Jossie began her career primarily as a dancer. Her dance skills were natural, as she was not trained in the art. This quality of hers helped her bag a few prestigious music videos, such as Michael Jackson’s 'Remember the Time.' Later, she toured the world with celebrities such as Janet Jackson, Mary J Blige, Guy, and Heavy D.
Jossie soon started receiving acting projects. In 1992, she appeared in the American adventure-comedy 'Stay Tuned,' which marked her acting debut. The same year, she was seen as a member of 'Fly Girls,' the house dance troupe featured in the sketch-comedy TV series 'In Living Color.' The troupe was often used as an “extra” in the show's sketches or as part of its opening performances. Jossie joined the show in its fourth season and appeared in several of its episodes till 1994. In between, in 1993, she had a brief role in the sitcom 'Herman’s Head.'
In 1997, Jossie appeared in three sitcoms, namely, 'The WB’s 'The Wayans Bros.' (as Kelly), 'The Parent 'Hood' (as Morgan), and 'Fox’s 'Living Single' (as Catherine).
In 2004, Jossie played a reporter in the comedy short film 'The Tao of Pong' and had a brief appearance in the controversial mockumentary 'A Day Without a Mexican.' That year, she appeared in three major TV projects, namely, a short movie titled 'Walking on Sunshine,' the 'NBC' medical drama series 'ER,' and 'Disney Channel’s supernatural sitcom 'That's So Raven.' ‘That’s So Raven’ featured Jossie as ‘Chandra.’
In 2009, Jossie appeared in the American drama film 'Mississippi Damned.' The movie featured her as ‘Charlie.’ Jossie became the first African–American–Latino to receive the 'Gold Plaque' (best-supporting actress) award at the 'Chicago International Film Festival' for her remarkable performance in the film. The same year, she appeared as ‘Shirlee’ in the comedy film 'Boppin' at the Glue Factory.'
From 2001 to 2008, Jossie was part of numerous TV and film projects. She was part of the 'NBC' political drama series 'The West Wing' (2001). She appeared as ‘Judy’ in 'ABC’s 'Sabrina, the Teenage Witch' (2002), as a reporter in 'The WB’s fantasy–drama series 'Charmed' (2003), and as a nurse in the short video 'The Kiss' (2003). She also appeared as a video technician sergeant in the 'FX’ war series 'Over There' (2005), as ‘Brooklyn Green’ in the segment 'Brooklyn's Bridge to Jordan' (2005) of ‘She Likes Girls 2,’ as ‘Gina’ in the short film 'Ralph & Stanley' (2005), and as ‘Meredith Burke’ in the 'CBS crime-drama series 'Close to Home' (2006). The short movie 'Boxed' (2006) featured her as ‘Amanda,’ and the urban romantic comedy 'Who Made the Potatoe Salad?' (2006) featured her as ‘Lupe.’ She also appeared in the 'ABC' sitcom 'Notes from the Underbelly' (2007).
2010 was a significant year in Jossie’s career. She gained further prominence as an actor with her role as an anesthesiologist in two episodes of the 'ABC' medical drama 'Private Practice.' The same year, Jossie appeared in the 'TeenNick' comedy-drama series 'Gigantic' and in the police-procedural series 'The Closer.' She portrayed ‘Commissioner Danielle Ross’ in the latter.
In 2011, Jossie was seen in three popular TV series, namely, the teen-family comedy-drama series 'Make It or Break It, the 'NBC’ science-fiction action-adventure political allegory 'The Event,’ and the comedy–drama series 'Desperate Housewives.' She appeared as ‘Jennifer’ in ‘Desperate Housewives.’ Jossie’s only film appearance that year was in 'The Preacher's Family.'
From 2012 to 2013, Jossie was cast in a few TV series and films, such as the police-procedural series 'NCIS' (2012), the short film 'Conversations with Damaged Men' (2013), and the 'Fox' musical drama series 'Empire' (2015–2016). In 2015, Jossie received the ‘People’s Choice’ award in the best lead actress category at the 'Las Vegas Film Festival,’ for her role in the film 'No Weapon Formed Against Us.'
In 2017, Jossie was seen as ‘Shirley Mae’ in the short film 'BlacKorea.' The same year, she appeared as ‘Deanna Lewis’ in an episode of the police-procedural drama 'Chicago P.D.'
Jossie has had an association with stage and theater, too. She was cast as ‘Margo’ in Carlos Lacamara’s play 'Havana Bourgeois.' Jossie’s performance in the play received exhilarating reviews from the 'Los Angeles Times' and the 'LA Weekly.' The play ran in New York, New Jersey, and Florida in 2009. Some of her other memorable theater performances were as ‘Desdemona’ in 'Othello,' opposite Charles E Dutton, and as ‘Julia’ in 'Becoming Cuban,' another play by Carlos Lacamara.
Jossie also launched two production houses, namely, 'JoEJoS Productions' and 'BeFLYCreate, Inc.' Her production houses were credited for the original screenplay of the 2013 short film 'Conversations with Damaged Men.’ The film also featured Jossie in the challenging role of a paraplegic writer. She has also appeared in 'Joan’s Damn Studio’ and the ‘YouTube’ web series 'Just JOSSIE.' The latter was Jossie’s passion project, inspired by her two young sons. She also helped navigate, teach, and encourage budding artists through the series.