Lo as Winson Cheuk (卓尚文), the drama's main protagonist, a compulsive gambler returning from Toronto who had lost all his earnings from gambling, which also led to the abandonment by his fiance. After returning to Hong Kong, Winson eventually strives to make an effort to be successful. He is the ex-boyfriend of Apple Ko and Joe Kam and has an on and off relationship with Abby Ching before marrying with her in the end. Jerry Lamb as Cheuk Seung-mo (卓尚武), nicknamed Table Dance (桌上舞), Winson's younger brother who works as Kelly Tung's subordinate in the advertising department of Century Airlines. The Kam family Paul Chun as Kam Shu-pui (甘樹培), the former chairman of Yee Hoi Corporation. During his youth, he raped Koo Yuk-mei, resulting in the birth of Johnny Ching. Shu-pui was later framed by Frankie Tung and was imprisoned as a result. After his release from prison, he suffered from a stroke and was diagnosed with Parkinson's disease, losing his ability to communicate and work. Pak Yan as Yip Cho-chi (葉楚芝), Kam Shu-pui's wife, mother of Maggie and Jo Kam, and adopted mother of Kelvin Kam. Felix Wong as Michael Kam (甘樹生), the current chairman of Yee Hoi Corporation and Shu-pui's younger brother, who used to be the boss of a real estate company and finance company respectively. Michael marries with Abby, but their marriage ends in a divorce when he has an affair with Abby's younger sister, Mandy, and impregnating her. Still deeply in love with Abby, Michael injures Winson when he thought Winson was pursuing her and left him unconscious, giving a chance for Kelvin Kam to frame to prison. Later during a sneak attack staged by Kelvin, Michael loses 70% of his eyesight. Josephine Lam as Maggie Kam (甘鳳英), Kam Shu-pui and Yip Cho-chi's eldest daughter and ex-wife of Frankie Tung. Melissa Ng as Joe Kam (甘鳳欣), Kam Shu-pui and Yip Cho-chi's younger daughter and Winson's ex-girlfriend. The Ching family Suet Nei as Koo Yuk-mei (顧玉媚), mother of Abby, Mandy, Johnny Ching and Kelvin, whom during her youth, was raped by Kam Shu-pui, which resulted in the birth of Johnny. Yuk-mei gave away her younger son, Kelvin to the Kam family as she could not afford to raise him, despite that Johnny is a true descendant of the Kam family. Amy Kwok as Abby Ching (程嘉鳴), Yuk-mei's eldest daughter, Mandy and Kelvin's older sister and Johnny's