| 1994 | Signed to Arista Records by Clive Davis after relocating from Toronto to New York, launching her path as Canada's premier R&B voice on an American major label. |
| 1995 | Released her self-titled debut album on Arista Records, introducing the singles 'Sentimental' and 'Who Do U Love' to R&B radio. |
| 1998 | 'Nobody's Supposed to Be Here,' the lead single from 'One Wish,' spent a then-record 14 consecutive weeks at number one on the Billboard Hot R&B/Hip-Hop Singles and Tracks chart, a record that stood for nearly eight years. |
| 2004 | Made her Broadway debut taking on the title role in Elton John and Tim Rice's 'Aida' at the Palace Theatre, earning strong reviews over a four-month engagement. |
| 2011 | Secured her eleventh number one on the Billboard Hot Dance Club Play chart with 'If It Wasn't For Love,' extending her record as one of the format's most dominant artists. |
| 2012 | Took on the role of Lucy in a North American touring revival of 'Jekyll and Hyde' opposite Constantine Maroulis, playing twenty-five weeks before the production moved to Broadway. |
| 2022 | Inducted into the Canadian Music Hall of Fame at the JUNO Awards in her hometown of Toronto, becoming the first Black woman to receive the honor; that same year received the Key to the City of Toronto and a star on Canada's Walk of Fame. |
| 2024 | Starred as Glinda and served as co-producer of the Broadway revival of 'The Wiz' at the Marquis Theatre, earning the production a Grammy nomination for Best Musical Theater Album. |
| 2025 | Performed at the Grammy Awards Premiere Ceremony tied to her nomination for 'The Wiz' cast album, her first career Grammy nomination. |
| 2026 | Opened on Broadway in 'Titanique' at the St. James Theatre, playing the Unsinkable Molly Brown in the Celine Dion-catalog parody musical; the show earned four Tony nominations including Best Musical. |
Deborah Cox is often cited as Canada’s top R&B artist. Her 1998 song, “Nobody’s Supposed to Be Here,” held the record for longest-running number one single on Billboard’s Hot R&B/Hip-Hop Singles & Tracks chart (14 weeks), a record held for nearly eight years. She has achieved eleven number-one hits on Billboard’s Hot Dance Club Play chart. In 2011, Cox achieved her 11th #1 with “If It Wasn’t For Love.” In 2012, Cox gave her inaugural performance as Lucy the female lead in a revival of the musical Jekyll & Hyde starring Constantine Maroulis. After premiering in La Mirada CA, this production toured North America for twenty-five weeks before its Broadway run. Cox had a new track “Higher” issued in the autumn of 2012, and in May 2013, she stated that she was planning to record a dance version of the Jekyll & Hyde number “Someone Like You.” Cox continues to the world.