Carlo Ancelotti, renowned for his exceptional career as a football manager, has also experienced a significant and evolving romantic journey throughout his life. His relationships, spanning decades, have seen him navigate long-term partnerships, public scrutiny, and ultimately, find enduring companionship. Ancelotti's personal life, much like his professional one, has been marked by stability and a quiet dignity, even amidst the glare of the public eye. His first significant relationship was with Luisa Gibellini, his childhood sweetheart, whom he married in 1983. Their marriage spanned a remarkable 25 years, a significant period during which they welcomed two children, Katia and Davide Ancelotti, who has since followed in his father's footsteps in football. Luisa was a constant presence during Ancelotti's early playing and managerial career, forming the foundation of his family life. The couple's long-standing union eventually concluded with their separation in 2008, a difficult period for the family. Despite the end of their marriage, they maintained a connection due to their shared children, and Luisa sadly passed away in 2021. This separation marked a significant turning point in Ancelotti's personal life, opening a new chapter after a quarter-century of marriage. Following his separation, Ancelotti's romantic life garnered media attention when he dated Marina Crețu, a Romanian journalist reportedly 18 years his junior. Their relationship, which began after his time managing AC Milan, was widely reported in the Italian press, with Marina reportedly moving to Milan to be closer to him. Their connection was at times described as "tempestuous" by various outlets, highlighting the public scrutiny surrounding his personal life during this period. A new chapter in Ancelotti's romantic journey began around 2011 when he met Mariann Barrena McClay in London, while he was managing Chelsea. Mariann, a Canadian businesswoman with Spanish heritage, quickly captured his attention with her sharp intellect and engaging personality. Their initial encounter was memorable, with Ancelotti famously telling her, as reported by Vanity Fair, > "One day, you will be my fiancé." Their bond strengthened over the next few years, culminating in their marriage in July 2014 in a private ceremony held in Vancouver, Canada. Mariann brought her daughter, Chloe, from a previous relationship, creating a loving blended family with Ancelotti's children, Davide and Katia. The wedding marked a new era of stability and happiness in the manager's personal life. Mariann has consistently been a pillar of support for Ancelotti, often accompanying him to various football events and providing a stable presence amidst the demands of his high-profile career. Her background in finance and business complements his professional life, contributing to a balanced and enduring partnership. The couple has occasionally shared insights into their private life, emphasizing their strong connection and mutual respect, and they remain happily married. Their relationship is a testament to finding lasting companionship later in life, showcasing a mature and supportive bond that has continued to flourish.