Richardson spent two separate stints with Miami, first from 2015 to 2019 and later returning for the 2023-24 and 2024-25 seasons. Following his departure from Miami, Richardson became something of a veteran journeyman, suiting up for several franchises over the remainder of his NBA career. Following the conclusion of his NBA career, Richardson briefly continued playing overseas with Basket Zaragoza in Spain during early 2026 before deciding to step away from professional basketball entirely. In his retirement message, Richardson said he leaves the game with "no regret," adding that he always gave everything he had throughout his career. Richardson's announcement prompted tributes from across the basketball community, including former teammates and fellow Miami Heat players.